IP Library Granted Patent US 12685703
Granted Patent B2
US 12685703 · App. 18/567,076 · Granted Jul 21, 2026

Organopolysiloxane-modified cyclodextrin compound and cosmetics containing same

Inventor: Masanao Kamei (Annaka, JP)
Assignee: SHIN-ETSU CHEMICAL CO., LTD.
A61K8/738A61Q19/00C07H23/00A61K2800/10
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Quick Facts
Patent No.
US 12685703
App. No.
18/567,076
Granted
Jul 21, 2026
Kind
B2
Abstract

This organopolysiloxane-modified cyclodextrin compound is composed of a sugar unit represented by formula (1) [in the formula, R is a hydrogen atom, a group represented by formula (2) (in the formula, R 1 is a group selected from among a C1-C8 alkyl group, a C1-C8 fluorine-substituted alkyl group, and a C6-C12 aryl group, n is an integer of 1-10, and a is an integer of 0-3), or a group represented by formula (3) (in the formula, X is a divalent organic group, and * is a bond that is bonded to a hydroxyl group of another sugar unit)], wherein the ratio among the number N H of moles of the hydrogen atom, the number N S of moles of the group represented by formula (2), and the number N L of moles of the group represented by formula (3) satisfies N H :N S :N L =0.5-2.5:0.3-2.0:0.1-0.5, and N H +N S +N L is 3.0.

Claims (16)

1 . An organopolysiloxane-modified cyclodextrin compound composed of sugar units having the formula (1):

wherein R is independently hydrogen, a group having the formula (2):

wherein R 1 is independently a group selected from among C1-C8 alkyl groups, C1-C8 fluorine-substituted alkyl groups, C6-C12 aryl groups, and C7-C12 aralkyl groups, n is an integer of 1 to 10, and a is an integer of 0 to 3, or

a group having the formula (3):

wherein X is a divalent organic group, and * is a point of attachment to a hydroxyl group of another sugar unit,

wherein the ratio of the molar number N H of the hydrogen, the molar number N S of the group having formula (2), and the molar number N L of the group having formula (3) per mole of the organopolysiloxane-modified cyclodextrin compound is N H :N S :N L =(0.5 to 2.5):(0.3 to 2.0):(0.1 to 0.5) and N H +N S +N L =3.0.

2 . The organopolysiloxane-modified cyclodextrin compound of claim 1 wherein X is a divalent organic group selected from C1-C10 divalent aliphatic hydrocarbon groups, C6-C20 divalent aromatic hydrocarbon groups, and groups having the formula (4):

wherein X 1 is independently a C1-C10 divalent aliphatic hydrocarbon group or C6-C20 divalent aromatic hydrocarbon group, Sx is a divalent organopolysiloxane residue having the formula (5):

wherein R 2 is independently a group selected from among C1-C8 alkyl groups, C1-C8 fluorine-substituted alkyl groups, C6-C12 aryl groups, and C7-C12 aralkyl groups, b is independently a number of 2 to 4, c is independently an integer of 2 to 12, d is independently an integer of 0 to 200, e is independently a number of 0 to 40, and p is a number of 1 to 5.

3 . The organopolysiloxane-modified cyclodextrin compound of claim 2 wherein X is a group selected from the following divalent hydrocarbon groups.

4 . The organopolysiloxane-modified cyclodextrin compound of claim 1 wherein the sugar unit having formula (1) is derived from a cyclodextrin compound selected from α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin, and derivatives of the foregoing cyclodextrins having a hydroxyethyl or hydroxypropyl group.

5 . The organopolysiloxane-modified cyclodextrin compound of claim 1 wherein in formula (2), n=3 and R 1 is methyl.

6 . A cosmetic composition comprising the organopolysiloxane-modified cyclodextrin compound of claim 1 in an amount of 0.05 to 20% by weight of the cosmetic composition.

7 . The cosmetic composition of claim 6 further comprising water, the composition being in emulsion form.

8 . The cosmetic composition of claim 6 further comprising at least one ingredient selected from silicone oils, hydrocarbon oils, ester oils, glyceride oils, and UV absorbers.

9 . The cosmetic composition of claim 6 further comprising a powder, the composition being liquid, paste or solid.