JP2841268B2 - Amidobetaine-modified organo (poly) siloxane and method for producing the same - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an amidobetaine-modified organo (poly) siloxane useful as a component of cosmetics and a method for producing the same.

[0002]

2. Description of the Related Art Organopolysiloxane (silicone oil) is widely used as a component of various cosmetics, in addition to a hair finish, because it has no stickiness and high safety. In recent years, in addition to conventional cosmetics applications, application as a compounding component of cosmetics including fragrances has been studied. In order to cope with such applications, organopolysiloxanes are required to have further improved properties such as compatibility, chemical resistance, solubility in water, and wettability. Therefore, in order to satisfy such requirements, modified organopolysiloxanes having various functional groups introduced therein, for example, amino-modified, epoxy-modified, carboxylic-acid-modified, mercapto-modified, alcohol-modified, polyether-modified, fluoroalkyl-modified, alkyl-modified Modified, ester-modified and alkoxy-modified organopolysiloxanes have been studied and developed.

However, the conventional various modified organopolysiloxanes are not yet sufficiently satisfactory as ingredients for cosmetics. For example, a polyether-modified organopolysiloxane has a cloud point phenomenon which is a characteristic of a nonionic surfactant having a polyether bond, and thus has a problem of poor temperature stability in an emulsified system. Furthermore, the foaming power and detergency were not sufficient, and were not suitable for practical use.

[0004]

SUMMARY OF THE INVENTION Accordingly, it is an object of the present invention to solve the above-mentioned problems and to provide a modified organo (poly) siloxane having excellent foaming and detergency and a method for producing the same.

[0005]

Under these circumstances, the present inventors have conducted intensive studies and as a result, have found that amidobetaine-modified organo (poly) siloxane containing a structural unit represented by the following general formula (1): The present inventors have found that they are excellent in foaming power and detergency, and are useful as compounding ingredients for cosmetics, and have completed the present invention.

That is, the present invention provides a compound represented by the general formula (1):

[0007]

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(Wherein R ¹ represents a linear or branched alkylene group having ² to 22 carbon atoms; R ² and R ³ are the same or different and represent an alkyl group having 1 to 4 carbon atoms; Is 1
(Wherein m represents a number of 2 to 4), which provides an amidobetaine-modified organo (poly) siloxane containing a structural unit represented by the following formula:

Further, the present invention provides the following formula (4):

[0010]

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An organo (poly) siloxane having at least one structural unit in the molecule represented by the following formula (5):

[0012]

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(Wherein R ¹ ′ is a single bond or C 0 -C 2)
Represents a linear or branched alkylene group of 0, R ^2,
R ³ , l and m have the same meanings as described above), and are reacted with an unsaturated bond-containing amide betaine represented by the formula (1): It is intended to provide a method for producing a modified organo (poly) siloxane.

Hereinafter, the present invention will be described. In the present invention, the term "organo (poly) siloxane" includes a range from high molecular weight organopolysiloxane to low molecular weight organosiloxane.

The amidobetaine-modified organo (poly) siloxane of the present invention contains a structural unit represented by the above general formula (1). In the formula (1), the number of carbon atoms represented by R ¹ is 2 Examples of the linear or branched alkylene group of ~ 22 include ethylene, ethylethylene, propylene,
Examples include groups such as trimethylene, tetramethylene, pentamethylene, hexamethylene, heptamethylene, octamethylene, nonamethylene, decamethylene, undecamethylene, dodecamethylene, tridecamethylene, tetradecamethylene, pentadecamethylene, hexadecamethylene, and the like. it can. Among these, an alkylene group having 4 to 12 carbon atoms is preferable, and tetramethylene, hexamethylene, and decamethylene are particularly preferable. Examples of the alkyl group having 1 to 4 carbon atoms represented by R ² and R ³ include, for example, methyl, ethyl, propyl, isopropyl, n-butyl, t
-Butyl and the like. Among these, a methyl group and an ethyl group are preferred. m represents a number of 2 to 4, preferably 3 and 1 represents a number of 1 to 3, and particularly preferably 1 to 2.

Among the amidobetaine-modified organo (poly) siloxanes of the present invention, preferred are those represented by the following general formula (2).

[0017]

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[Wherein R ⁴ , R ⁵ and R ⁶ are the same or different and each is an alkyl or alkoxyl group having 1 to 22 carbon atoms, a phenyl group or the following formula (3):

[0019]

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(Wherein, R ¹ , R ² , R ³ , 1 and m have the same meanings as described above), provided that at least one of R ⁴ , R ⁵ and R ^{6 in} the molecule is represented by the formula (3) ). n shows the number of 0-1000]

In the general formula (2), R ⁴ , R ⁵ and R
⁶ , among the alkyl groups having 1 to 22 carbon atoms, for example, methyl, ethyl, propyl, isopropyl, n-butyl, t-butyl, pentyl, hexic,
Examples of the group include heptyl, octyl, and nonyl. Examples of the alkoxyl group having 1 to 22 carbon atoms include groups such as methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, heptyloxy, octyloxy, and nonyloxy. Can be mentioned. Among these, an alkyl group or an alkoxy group having 1 to 6 carbon atoms is particularly preferable, and a methyl group is most preferable.

N is a number from 0 to 1000,
When used as a cosmetic ingredient, a number of 0 to 300 is preferred, and a number of 0 to 50 is particularly preferred.

The amidobetaine-modified organo (poly) siloxane of the present invention is, for example, an organo (poly) siloxane having at least one structural unit represented by the formula (4) in its molecular chain (hereinafter referred to as compound (4)). Is present) and an unsaturated bond-containing amide betaine represented by the formula (5) (hereinafter, sometimes referred to as compound (5)).

As the organo (poly) siloxane having one or more structural units represented by the formula (4) in the molecular chain, those having various structures such as linear, network, cyclic and mixed types thereof are used. For example, the following formula:

[0025]

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[Wherein, R ^{7 to} R ¹⁷ each represent an alkyl group (preferably an alkyl group having 1 to 22 carbon atoms), an alkoxy group (preferably an alkoxy group having 1 to 22 carbon atoms) or a phenyl group; x, y, z and α are each 0
The number is from 1 to 1000].

Examples of the organo (poly) siloxane include 1,3,5,7,9-pentamethylcyclopentasiloxane, 1,3,5,7-tetramethylcyclotetrasiloxane, 1,1,1,3 , 5,7,7,7-
Octamethyltetrasiloxane, tris (trimethylsiloxy) silane, 1,1,3,3,5,5-hexamethyltrisiloxane, 1,1,1,3,5,5,5-heptamethyltrisiloxane, pentamethyl Disiloxane,
1,1,3,3-tetramethyldisiloxane, triethylsilane, diethylmethylsilane, 1,3-diphenyl-1,3-dimethyldisiloxane, diphenylmethylsilane, 1,1,1,3,3,5 5-heptamethyltrisiloxane, methyltris (dimethylsiloxy) silane, 1,1,3,3,5,5,7,7-octamethyltetrasiloxane, phenyldimethylsilane, triisopropylsilane, tri-n-octylsilane, Examples include triphenylsilane, 1,1,3,3,5,5,5-heptamethyltrisiloxane. Further, commercially available products corresponding to these, TSF484, 483; X
F40-A2606, 40-A1629, 40-A51
49, 40-A2484 (all manufactured by Toshiba Silicone Co., Ltd.) and the like can also be used.

The unsaturated bond-containing amidobetaine represented by the formula (5) can be produced, for example, based on the following reaction formula.

[0029]

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(Wherein, R ¹ ′, R ² , R ³ , l and m have the same meaning as described above, X represents a halogen atom such as chlorine, bromine or iodine, and M represents a monovalent cation. Show)

That is, first, the compound represented by the formula (6) and the compound represented by the formula (7) are mixed in a solvent such as tetrahydrofuran, diethyl ether, methylene chloride or without a solvent. And react for 2 to 5 hours. The amount of each compound used is preferably 1 to 4 moles, more preferably 1 to 2 moles of the compound represented by the formula (6) with respect to the compound represented by the formula (7). After completion of the reaction, the reaction solution is washed with a weakly acidic aqueous solution, a weakly alkaline aqueous solution, and further with ion-exchanged water and, if necessary, purified by distillation to obtain a compound represented by the formula (8). Thereafter, the compound represented by the formula (8) and the compound represented by the formula (9) are combined with water, methanol,
3 to 1 at 50 to 80 ° C in a polar solvent such as ethanol.
Incubate for 2 hours. The amount of each compound used is such that the compound represented by the formula (9) is 1 to the compound represented by the formula (8).
It is preferably 4 times, more preferably 1 to 2 times. After the completion of the reaction, the solvent is distilled off, and a non-polar solvent such as chloroform and methylene chloride is added to remove unreacted compound represented by the formula (9) and by-product MX. After that, the filtrate was concentrated,
Drying gives the compound of formula (5).

The reaction between the compound (4) and the compound (5) is preferably carried out in a solvent capable of dissolving both compounds at 20 to 100 ° C. for 1 to 10 hours in the presence of a catalyst if necessary.

The ratio of the compound (4) to the compound (5) can be appropriately determined according to the desired degree of modification, and is not particularly limited.
When the number of —H bonds is J, and when all of the J Si—H bonds are to be modified, the compound (5) is used at least J times the mole of the compound (4), particularly J to 2J times the mole. Is preferred. As the solvent, for example, toluene, hexane,
Chloroform, tetrahydrofuran and the like can be mentioned, and these are 0.5 to 1 based on the total weight of both compounds.
It is preferable to use 0 times the amount. Also, as the catalyst, platinum, rhodium, nickel, transition metals such as palladium,
These compounds or complexes thereof can be mentioned, and these are 10 ⁻⁴ to 10 based on the total weight of both compounds.
It is preferable to use ^-6 times mol.

After the completion of the reaction, if necessary, it can be further purified by a suitable means such as activated carbon treatment.

The amidobetaine-modified organo (poly) siloxane of the present invention thus obtained has a high foaming property and can improve the compatibility with oils such as silicone, and thus is useful as a detergent component. It is.

These surfactants are preferably used as a detergent composition dissolved or dispersed in an aqueous medium. The amount of the surfactant varies depending on the purpose of use, but 1 to 60% by weight in the total amount of the composition. And particularly preferably 2 to 30% by weight.

Further, other detergents can be added to such a detergent composition as long as the performance of the present invention is not impaired. Such other surfactants may be any of non-ionic surfactants and ionic surfactants. Examples of non-ionic surfactants include sorbitan fatty acid esters such as sorbitan monolaurate and glycerin such as glycerol monooleate. Fatty acid esters, sucrose fatty acid esters such as sucrose monolaurate, polyoxyethylene alkyl ethers such as polyoxyethylene lauryl ether, polyoxyethylene polyoxypropylene glycol, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene fatty acid esters, alkyl Alkanolamides, sugar ethers, sugar amides and the like; examples of ionic surfactants include fatty acid soaps such as potassium laurate and alkyl ether carboxy such as sodium lauryl ether carboxylate. Acid salts, alkyl sulfates such as sodium lauryl sulfate, polyoxyethylene alkyl ether sulfates, alkyl phosphates such as sodium monolauryl phosphate, sodium lauroyl-N-methyltaurate, sodium N-lauroyl-L-glutamate and the like N-acylamino acid-based activators, sulfosuccinic acid-based activators, imidazoline-based activators commercially available as Milanol, softazoline, etc., betaines such as betaine lauryl acetate, and amine oxides.

[0038]

EXAMPLES The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples.

Example 1 An amidobetaine-modified organo (poly) siloxane (a) was produced based on the following reaction formula.

[0040]

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11 g of amidobetaine and 10 g of toluene
And dissolved while heating to 70 ° C. next,
After adding 5.3 g of pentamethyldisiloxane to this solution, 30 μl of chloroplatinic acid (1% isopropyl alcohol solution) was added, and the mixture was aged at 70 ° C. for 3 hours. After the completion of the reaction, 50 g of toluene and 1 g of activated carbon were added, and 5 g
Stirred at 0 ° C. for 1 hour. Thereafter, activated carbon and insolubles were separated by filtration. The filtrate was concentrated under reduced pressure to obtain 15.2 g of amidobetaine-modified organo (poly) siloxane (a).

[0042]¹H-NMR (CDCl_Three, Δ ppm): -0.05: CH_Two-Si (CH ₃ )_Two-Si (C
H_Three)_Three, -0.02: CH_Two-Si (CH_Three)_Two-Si (C
H ₃ )_Three, 0.40:CH ₂ -Si (CH_Three) 2-Si (CH_Three)_Three1.18: -CH_Two-, 1.52: NH-CO-CH_Two−CH ₂ -, 1.83:-CH ₂ -CH_Two-NH-CO-CH_Two-CH_Two
-, 2.10: -CH_Two-NH-CO-CH ₂ -CH_Two-, 3.10: OOC-CH_Two−N (CH ₃ )_Two-CH_Two-CH
_Two-CH_Two-NH-, 3.20: OOC-CH_Two-N (CH_Three)_Two−CH ₂ -CH
_Two-CH_Two-NH-, 3.46: OOC-CH_Two-N (CH_Three)_Two-CH_Two-CH
_Two−CH ₂ -NH-, 3.60: OOC-CH ₂ -N (CH_Three)_Two-CH_Two−

Example 2 An amidobetaine-modified organo (poly) siloxane (b) was produced based on the following reaction formula.

[0044]

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20.3 g of amidobetaine and toluene 2
0 g was mixed and dissolved while heating to 70 ° C. Next, 13.8 g of 1,1,1,3,5,5,5-heptamethyltrisiloxane was added to this solution, and then 30 μl of chloroplatinic acid (1% isopropyl alcohol solution) was added. Aged for 3 hours. After completion of the reaction, 70 g of toluene and 1 g of activated carbon were added, and the mixture was stirred at 50 ° C for 1 hour. Thereafter, activated carbon and insolubles were separated by filtration. The filtrate was concentrated under reduced pressure to obtain 32.2 g of an amidobetaine-modified organo (poly) siloxane (b).

[0046]¹H-NMR (D_TwoO, δ ppm): -0.18: CH_Two-Si (CH ₃ ) -Si (CH_Three)_Three, -0.12: CH_Two-Si (CH_Three) -Si (C
H ₃ )_Three, 0.35:CH ₂ -Si (CH_Three)_Two-Si (CH_Three)_Three1.04: -CH_Two-, 1.33: NH-CO-CH_Two−CH ₂ -, 1.70:-CH ₂ -CH_Two-NH-CO-CH_Two-CH_Two
-, 1.91: -CH_Two-NH-CO-CH ₂ -CH_Two-, 2.94: OOC-CH_Two−N (CH ₃ )_Two-CH_Two-CH
_Two-CH_Two-NH-, 3.02: OOC-CH_Two-N (CH_Three)_Two−CH ₂ -CH
_Two-CH_Two-NH-, 3.30: OOC-CH_Two-N (CH_Three)_Two-CH_Two-CH
_Two−CH ₂ -NH-, 3.51: OOC-CH ₂ -N (CH_Three)_Two-CH_Two−

Example 3 Amidobetaine-modified organo (poly) siloxane (c) was produced based on the following reaction formula.

[0048]

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14.8 g of amidobetaine and toluene 1
5 g were mixed and dissolved while heating to 70 ° C. Next, after adding 6.74 g of 1,1,3,3,5,5,7,7-octamethyltetrasiloxane to this solution,
Chloroplatinic acid (1% isopropyl alcohol solution) 30μ
and aged at 70 ° C. for 3 hours. After the reaction,
40 g of toluene and 1 g of activated carbon were added, and the mixture was stirred at 50 ° C for 1 hour. Thereafter, activated carbon and insolubles were separated by filtration. The filtrate is concentrated under reduced pressure, and the amidobetaine-modified organo (poly)
21.2 g of siloxane (c) was obtained.

¹ H-NMR (D ₂ O, δ ppm): −0.19: CH ₂ —Si ( CH ₃ ) —Si (CH ₃ ) ₃ , 0.37: CH ₂ —Si (CH ₃ ) ₂ — _{Si (CH 3) 3, 1.03} : -CH 2 -, 1.32: NH-CO-CH 2 - CH 2 -, 1.73: - CH 2 -CH 2 -NH-CO-CH 2 -CH _{Two
-, 1.91: -CH 2 -NH-} CO- CH 2 -CH 2 -, 2.93: OOC-CH 2 -N (CH 3) 2 -CH 2 -CH
_{2 -CH 2 -NH-, 3.03: OOC} -CH 2 -N (CH 3) 2 - CH 2 -CH
_{2 -CH 2 -NH-, 3.30: OOC} -CH 2 -N (CH 3) 2 -CH 2 -CH
_{2 - CH 2 -NH-, 3.51:} OOC- CH 2 -N (CH 3) 2 -CH 2 -

Example 4 Amidobetaine-modified organo (poly) siloxane (d) was produced based on the following reaction formula.

[0052]

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15.8 g of amidobetaine and toluene 1
5 g were mixed and dissolved while heating to 70 ° C. Next, after adding 7.0 g of 1,1,1,3,5,7,7,7-octamethyltetrasiloxane to this solution, 30 μl of chloroplatinic acid (1% isopropyl alcohol solution) was added.
And aged at 70 ° C. for 3 hours. After completion of the reaction, 40 g of toluene and 1 g of activated carbon were added, and the mixture was stirred at 50 ° C for 1 hour. Thereafter, activated carbon and insolubles were separated by filtration. The filtrate was concentrated under reduced pressure to obtain 22.0 g of amidobetaine-modified organo (poly) siloxane (d).

¹ H-NMR (D ₂ O, δ ppm): −0.19: CH ₂ —Si ( CH ₃ ) —Si (CH ₃ ) ₃ , −0.12: CH ₂ —Si (CH ₃ ) — _{Si (CH 3) 3, 0.40} : CH 2 -Si (CH 3) 2 -Si (CH 3) 3, 1.03: -CH 2 -, 1.35: NH-CO-CH 2 - CH 2 _{-, 1.72: - CH 2 -CH} 2 -NH-CO-CH 2 -CH 2
_{-, 1.91: -CH 2 -NH-} CO- CH 2 -CH 2 -, 2.92: OOC-CH 2 -N (CH 3) 2 -CH 2 -CH
_{2 -CH 2 -NH-, 3.03: OOC} -CH 2 -N (CH 3) 2 - CH 2 -CH
_{2 -CH 2 -NH-, 3.31: OOC} -CH 2 -N (CH 3) 2 -CH 2 -CH
_{2 - CH 2 -NH-, 3.51:} OOC- CH 2 -N (CH 3) 2 -CH 2 -

Example 5 An amidobetaine-modified organo (poly) siloxane (e) was produced based on the following reaction formula.

[0056]

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4.1 g of amidobetaine and 5 g of toluene
And dissolved while heating to 70 ° C. next,
After adding 30 g of XF40-A5149 to this solution, chloroplatinic acid (1% isopropyl alcohol solution) 3
0 μl was added and the mixture was aged at 70 ° C. for 3 hours. After completion of the reaction, 100 g of toluene and 1 g of activated carbon were added, and
For 1 hour. Thereafter, activated carbon and insolubles were separated by filtration. The filtrate was concentrated under reduced pressure to obtain 33.7 g of amidobetaine-modified organo (poly) siloxane (e).

¹ H-NMR (CDCl ₃ , δ ppm): −0.03: Si—CH ₃ , 0.39: CH ₂ —Si, 1.18: —CH ₂ —, 1.53: NH—CO— _{CH 2 - CH 2 -, 1.83} : - CH 2 -CH 2 -NH-CO-CH 2 -CH 2
_{-, 2.09: -CH 2 -NH-} CO- CH 2 -CH 2 -, 3.10: OOC-CH 2 -N (CH 3) 2 -CH 2 -CH
_{2 -CH 2 -NH-, 3.19: OOC} -CH 2 -N (CH 3) 2 - CH 2 -CH
_{2 -CH 2 -NH-, 3.47: OOC} -CH 2 -N (CH 3) 2 -CH 2 -CH
_{2 - CH 2 -NH-, 3.61:} OOC- CH 2 -N (CH 3) 2 -CH 2 -

Example 6 An amidobetaine-modified organo (poly) siloxane (f) was produced based on the following reaction formula.

[0060]

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8.1 g of amidobetaine and 7 g of toluene
And dissolved while heating to 70 ° C. next,
After adding 25 g of XF40-A2428 to this solution, chloroplatinic acid (1% isopropyl alcohol solution) 3
0 μl was added and the mixture was aged at 70 ° C. for 3 hours. After completion of the reaction, 70 g of toluene and 1 g of activated carbon were added, and the mixture was stirred at 50 ° C for 1 hour. Thereafter, activated carbon and insolubles were separated by filtration. The filtrate was concentrated under reduced pressure to obtain 32.7 g of amidobetaine-modified organo (poly) siloxane (f).

¹ H-NMR (CDCl ₃ , δ ppm): −0.03: Si—CH ₃ , 0.40: CH ₂ —Si, 1.19: —CH ₂ —, 1.53: NH—CO— _{CH 2 - CH 2 -, 1.84} : - CH 2 -CH 2 -NH-CO-CH 2 -CH 2
_{-, 2.09: -CH 2 -NH-} CO- CH 2 -CH 2 -, 3.11: OOC-CH 2 -N (CH 3) 2 -CH 2 -CH
_{2 -CH 2 -NH-, 3.20: OOC} -CH 2 -N (CH 3) 2 - CH 2 -CH
_{2 -CH 2 -NH-, 3.47: OOC} -CH 2 -N (CH 3) 2 -CH 2 -CH
_{2 - CH 2 -NH-, 3.60:} OOC- CH 2 -N (CH 3) 2 -CH 2 -

Example 7 Amidobetaine-modified organo (poly) siloxane (g) was produced based on the following reaction formula.

[0064]

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8.5 g of amidobetaine and 7 g of toluene
And dissolved while heating to 70 ° C. next,
After adding 20 g of XF40-A2606 to this solution, chloroplatinic acid (1% isopropyl alcohol solution) 3
0 μl was added and the mixture was aged at 70 ° C. for 3 hours. After completion of the reaction, 50 g of toluene and 1 g of activated carbon were added, and the mixture was stirred at 50 ° C for 1 hour. Thereafter, activated carbon and insolubles were separated by filtration. The filtrate was concentrated under reduced pressure to obtain 28.3 g of amidobetaine-modified organo (poly) siloxane (g).

¹ H-NMR (CDCl ₃ , δ ppm): −0.03: Si—CH ₃ , 0.40: CH ₂ —Si, 1.18: —CH ₂ —, 1.52: NH—CO— _{CH 2 - CH 2 -, 1.84} : - CH 2 -CH 2 -NH-CO-CH 2 -CH 2
_{-, 2.10: -CH 2 -NH-} CO- CH 2 -CH 2 -, 3.11: OOC-CH 2 -N (CH 3) 2 -CH 2 -CH
_{2 -CH 2 -NH-, 3.20: OOC} -CH 2 -N (CH 3) 2 - CH 2 -CH
_{2 -CH 2 -NH-, 3.48: OOC} -CH 2 -N (CH 3) 2 -CH 2 -CH
_{2 - CH 2 -NH-, 3.59:} OOC- CH 2 -N (CH 3) 2 -CH 2 -

Test Example Amidobetaine-modified organo (poly) siloxane obtained in Examples 1-4 and the following formula:

[0068]

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Using three kinds of polyether-modified organo (poly) siloxanes (Comparative Examples 1, 2, and 3)
The foaming power was measured. As a test method, first, each 1% aqueous solution was put into a cylinder having a diameter of 6.5 cm,
Next, the mixture was inverted and stirred at room temperature for 1 minute (1000 rpm).
Thereafter, the mixture was allowed to stand for 30 seconds, the height of the remaining foam at that time was measured, and the foaming power was evaluated. Table 1 shows the results.

[0070]

[Table 1]

As described above, all of the amidobetaine-modified organo (poly) siloxanes of the present invention exhibited extremely excellent foaming power as compared with known polyether-modified organo (poly) siloxanes. The amidobetaine-modified organo (poly) siloxane of the present invention was also excellent in detergency.

[0072]

The amidobetaine-modified organo (poly) siloxane of the present invention has excellent foaming and detergency and extremely good compatibility with polar solvents and the like, and is used as a compounding component in cosmetics and the like. Useful.

────────────────────────────────────────────────── (5) References JP-A-7-150190 (JP, A) (58) Fields investigated (Int. Cl. ⁶ , DB name) C07F 7/10 C07F 7/18 CA (STN ) REGISTRY (STN) WPI (DIALOG)

Claims (6)

(57) [Claims] 1. General formula (1): (Wherein, R ¹ represents a linear or branched alkylene group having ² to 22 carbon atoms; R ² and R ³ are the same or different and represent an alkyl group having 1 to 4 carbon atoms; 3 represents an integer, and m represents an integer of 2 to 4.) Amidobetaine-modified organo (poly) siloxane containing a structural unit represented by the formula: 2. In the general formula (1), R ¹ has 4 carbon atoms.
Represents a linear or branched alkylene group of from 1 to 12, wherein R ² and R ³ are the same or different and represent a methyl group or an ethyl group, 1 represents a number of 1 to 2, and m represents 3. The amidobetaine-modified organo (poly) siloxane according to claim 1. 3. General formula (2): [Wherein R ⁴ , R ⁵ and R ⁶ are the same or different and each is an alkyl group or an alkoxyl group having 1 to 22 carbon atoms, a phenyl group or the following formula (3): (Wherein, R ¹ represents a linear or branched alkylene group having ² to 22 carbon atoms; R ² and R ³ are the same or different and represent an alkyl group having 1 to 4 carbon atoms; 3 represents a number, and m represents a number of 2 to 4). However, at least one of R ⁴ , R ⁵ and R ^{6 in} the molecule
Represents a group represented by the formula (3). n represents a number from 0 to 1000]. Amidobetaine-modified organo (poly) siloxane represented by the formula: 4. In the general formula (2), R ⁴ in the molecule,
At least one is a group represented by the formula (3), the balance of claim 3 wherein the methyl group amidobetaine modified organo (poly) siloxanes of of R ⁵ and R ^6. 5. In the formula (3), R ¹ has 4 to ¹ carbon atoms.
Shows two linear or branched alkylene group, R ² and R
³ is the same or different, represents a methyl group or an ethyl group,
The amidobetaine-modified organo (poly) siloxane according to claim 3, wherein 1 represents a number of 1 to 2, and m represents 3. 6. The following formula (4): An organo (poly) siloxane having at least one structural unit represented by the following formula in the molecule, and the following formula (5): (Wherein, R ¹ ′ represents a single bond or a linear or branched alkylene group having 0 to 20 carbon atoms, R ² and R ³ are the same or different and represent an alkyl group having 1 to 4 carbon atoms, The amidobetaine-modified organo (poly) according to claim 1, wherein 1 represents a number of 1 to 3 and m represents a number of 2 to 4). ) Method for producing siloxane.