Novel composition of lipoamino acids and diols, process for preparing same, and cosmetic or pharmaceutical compositions produced therefrom

文档序号:1301494 发布日期:2020-08-07 浏览:32次 中文

阅读说明:本技术 脂氨基酸和二醇的新组合物,用于制备其的方法,以及由其产生的化妆品或药物组合物 (Novel composition of lipoamino acids and diols, process for preparing same, and cosmetic or pharmaceutical compositions produced therefrom ) 是由 杰罗姆·吉尔博 乔治·达科斯塔 维尔日妮·巴尔特 于 2018-12-12 设计创作,主要内容包括:披露了一种脂氨基酸和二醇的新组合物,一种用于制备其的方法,以及一种由其产生的化妆品或药物组合物。(A novel composition of lipoamino acids and diols, a process for preparing the same, and a cosmetic or pharmaceutical composition produced therefrom are disclosed.)

1. A composition (C)1) Every 100% of its mass comprises:

(a) -a mass proportion of the compound having formula (I) or of the mixture of compounds having formula (I) greater than or equal to 50% and less than or equal to 95% by mass:

X-[CH2]p-C(=O)-Y-OH (I),

wherein p represents an integer of 5 or more and 8 or less, and Y representsOrHaving the formula (II)a) The divalent group of (a):

-[N(R3)-CH(R2)-C(=O)-]m- (IIa),

wherein R is3Represents a hydrogen atom or a methyl group, m represents an integer of 1 or more and 4 or less, and R2Represents a hydrogen atom or a group selected from the group consisting of methyl, isopropyl, isobutyl, 1-methylpropyl, benzyl and 3-aminopropyl groups;orHaving the formula (II)b) The divalent group of (a):

wherein R is4Represents a hydrogen atom or a hydroxyl group, and n represents an integer of 1 or more and 4 or less; and X representsOrMethyl radicalOrMethylene group (CH)2=),OrA monovalent group having the formula (III):

HO-Y’-C(=O)- (III),

wherein Y' representsOrThe divalent radical of formula (IIa) as defined above,orSaid divalent radical of formula (IIb) as defined previously, it being understood that when X represents said radical of formula (III), Y and Y' are identical;

(b) -a mass proportion of more than 0 mass% and less than or equal to 15 mass% of a mixture comprising from three to eight atoms andorIs represented by the formula (IV)a)OrIs represented by the formula (IV)b) The diols represented by:

Ra 1-C(Rb 1)(OH)-C(OH)(Rc 1)(Rd 1) (IVa),

wherein the radical Ra 1、Rb 1、Rc 1And Rd 1Each independently of the others represents a hydrogen atom or a saturated aliphatic group containing from one to five carbon atoms,

Ra 1-C(Rb 1)(OH)-[C(Re 1)(Rf 1)]t-C(OH)(Rc 1)(Rd 1) (IVb),

wherein t is equal to one, two or three, the radical Ra 1、Rb 1、Rc 1、Rd 1、Re 1And Rf 1Each independently of the others, represents a hydrogen atom or a saturated aliphatic radical containing from one to five carbon atoms, it being understood that the radical Ra 1Or Rb 1At least one and/or a group Rc 1Or Rd 1At least one of (a) does not represent a hydrogen atom;

(c) -a mass proportion of the compound having formula (V) or a mixture of compounds having formula (V) greater than or equal to 0 mass% and less than or equal to 5 mass%:

X-[CH2]p-C(=O)-OH (V),

wherein X represents a methyl group or a vinyl group (CH)2-CH-), p represents an integer greater than or equal to 5 and less than or equal to 8, or a mixture of said compounds having formula (V); and

(d) -a mass proportion of water greater than 0 mass% and less than 50 mass%,

it is understood that the pH of the composition is less than or equal to 3.

2. The composition (C) as claimed in claim 11) Characterized in that, in the formulae (I) and (V), X represents a methyl group.

3. The composition (C) as claimed in claim 21) Characterized in that, in formula (I), the divalent radical Y represents a radical of formula (II)a1) The divalent group of (a):

-[NH-CH(R2)-C(=O)-]m- (IIa1),

wherein m represents an integer of one or more and four or less, and R2Represents a hydrogen atom or a group selected from the group consisting of methyl, isopropyl, isobutyl, 1-methylpropyl, benzyl or 3-aminopropyl groups.

4. The composition (C) as claimed in claim 31) Wherein in formula (I), the divalent group Y represents a group of formula (II'a1) The divalent group of (a):

-NH-CH2-C(=O)- (II’a1)。

5. the composition (C) as claimed in claim 41) Characterized in that, in the formulae (I) and (V), the monovalent radical X- (CH)2)p-C (═ O) -represents an octanoyl group.

6. The composition (C) as claimed in claim 21) Characterized in that, in the formulae (I) and (V), the monovalent radical X- (CH)2)p-C (═ O) -represents a 10-undecenoyl group and Y represents a compound having formula (II)a2) The divalent group of (a):

- [ NH-CH (benzyl) -C (═ O) -]m- (IIa2)。

7. The composition (C) according to any one of claims 1 to 61) Characterized in that it comprises from three to eight atoms andorGeneral formula (IVa)OrThe diol represented by the formula (IVb) is selected from 1, 2-propanediol, 1, 2-butanediol, 1, 3-butanediol, 1, 2-pentanediol, 1, 2-hexanediol, 1, 2-octanediol, 2, 3-butanediol, 2, 3-pentanediol, 2, 3-hexanediol, 2, 5-hexanediol or 2-methyl-2, 4-pentanediol.

8. The composition (C) as claimed in claim 71) Characterized in that it comprises from three to eight atoms andorIs represented by the formula (IV)a)OrIs represented by the formula (IV)b) Watch (A)The diol is selected from 1, 2-propanediol, 1, 2-butanediol, 1, 3-butanediol, 1, 2-pentanediol, 1, 2-hexanediol or 2-methyl-2, 4-pentanediol.

9. A process for preparing a composition (C) as claimed in any one of claims 1 to 81) Characterized in that it comprises the following successive steps:

-step a) During this step, the composition will contain from three to eight atoms andorIs represented by the formula (IV)a)OrIs represented by the formula (IV)b) The diol represented is mixed with water to form a mixture (S)1) Said mixture comprising from 5 to 70% by mass of said compound of formula (IV) per 100% of its massa) Or has the formula (IV)b) And from 30 to 95 mass% of water;

-step b) During this step, will have the formula (VI)a):

Or has the formula (VI)b) The compound of (1):

or has the formula (VI)a) Or (VI)b) And at least one compound of the formula (VI)a) Or (VI)b) Is added to the mixture (S) in a certain proportion1) So that the mixture (M) obtained1) Contains from 5 to 50 mass% of the compound of formula (VI) per 100 mass% thereofa) Or (VI)b) Or said compound having the formula (VI)a) And/or (VI)b) And from 50 to 95% by mass of the mixture (S)1);

-a step c) during which sodium hydroxide or potassium hydroxide is added to the mixture (M)1) To form a polymer having a molecular weight greater than or equal toMixture (M) at a pH equal to 92);

-a step d) during which an acid chloride having formula (VII):

X-[CH2]p-C(=O)-Cl (VII),

wherein X and p are as defined above for formula (I), or a mixture of acid chlorides of formula (VII) is poured into said mixture (M)2) While maintaining said pH at a value greater than or equal to 9 by the combined addition of sodium hydroxide or potassium hydroxide, said step e) resulting in the formation of a mixture (M)3);

-a step e) during which the mixture (M) is mixed3) Acidifying until a pH value of less than or equal to 3 is reached;

-a step f) of decantation for the purpose of discharging the mother liquor;

-if necessary or if desired, at least one step g), washing with brine after decantation to obtain said desired composition.

10. A process for preparing a cosmetic, dermocosmetic, dermopharmaceutical or pharmaceutical composition (C) for topical use, said composition comprising: a compound having the formula (I ') or a mixture of compounds having the formula (I') in a mass proportion of 5% by mass or more and 30% by mass or less:

X-[CH2]p-C(=O)-Y-O-M+(I’),

wherein X represents a methyl group or a vinyl group (CH)2CH-), p represents an integer greater than or equal to 5 and less than or equal to 12, M+Represents a sodium cation, Y representsOrHaving the formula (II)a) The divalent group of (a):

-[N(R3)-CH(R2)-C(=O)-]m- (IIa),

wherein R is3Represents a hydrogen atom or a methyl group, m represents an integer of 1 or more and 4 or less, and R2Represents a hydrogen atom or a group selected from the group consisting of methyl, isopropyl, isobutyl, 1-methylpropyl, benzyl and 3-aminopropyl groups;orHaving the formula (II)b) The divalent group of (a):

wherein R is4Represents a hydrogen atom or a hydroxyl group, and n represents an integer of 1 or more and 4 or less; and X representsOrMethyl radicalOrMethylene group (CH)2=),OrA monovalent group having the formula (III):

HO-Y’-C(=O)- (III),

wherein Y' representsOrSaid compound having formula (II) as defined abovea) The divalent group of (a) is,orSaid divalent radical of formula (IIb) as defined above, it being understood that when X represents said radical of formula (III), Y and Y' are identical;

(b) -a mass proportion of more than 5 mass% and less than or equal to 30 mass% of a mixture comprising from three to eight atoms andorIs represented by the formula (IV)a)OrIs represented by the formula (IV)b) The diols represented by:

Ra 1-C(Rb 1)(OH)-C(OH)(Rc 1)(Rd 1) (IVa),

wherein the radical Ra 1、Rb 1、Rc 1And Rd 1Each independently of the others represents a hydrogen atom or a saturated aliphatic group containing from one to five carbon atoms,

Ra 1-C(Rb 1)(OH)-[C(Re 1)(Rf 1)]t-C(OH)(Rc 1)(Rd 1) (IVb),

wherein t is equal to one, two or three, the radical Ra 1、Rb 1、Rc 1、Rd 1、Re 1And Rf 1Each independently of the others represents a hydrogen atom or contains from one to five carbon atomsSaturated aliphatic radical, it being understood that the radical Ra 1Or Rb 1At least one of (A) and a radical Rc 1Or Rd 1At least one of (a) does not represent a hydrogen atom;

(d) -a mass proportion of water of more than 40 mass% and less than 90 mass%,

it is understood that the pH of the composition (C) is less than or equal to 9 and greater than or equal to 5.5,

said method is characterized in that it comprises a step h) during which the necessary amounts of a diol of formula (IVa) or of formula (Vb), an aqueous sodium hydroxide solution and water are added simultaneously or sequentially to a composition (C) according to any one of claims 1 to 81) Until the ratio and the pH value as defined above are reached.

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