Fatty acid esters of oxalkylated alkylalkylenediamines and salts thereof and compositions for conditioning of hair

Patent metadata

Field	Value
Publication number	US-10993898-B2
Application number	US-201515038668-A
Country	US
Kind code	B2
Filing date	Jan 23, 2015
Priority date	Jan 23, 2014
Publication date	May 4, 2021
Grant date	May 4, 2021

Abstract

Hair conditioner compositions comprising an ester of an oxalkylated alkylalkylene diamine of formula (I)

wherein:
R denotes C 8 -C 24 -alkyl or C 8 -C 24 -alkenyl A denotes a group —C 2 H 4 — or —C 3 H 6 Z 1 denotes a group —C(O)—R′, wherein R′ denotes C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl, Z 2 denotes a group —C(O)—R″, wherein R″ denotes C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl, Z 3 denotes a group —C(O)—R′″, wherein R′″ denotes C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl, Z 4 denotes a group —C(O)—R″″,

wherein
R″″ denotes C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl, a denotes 0 or 1, m denotes 2 or 3, and u, v, w and x are each independently numbers from 1 to 9, or the quaternized salts thereof, and comprising at least one alcohol component, having 6 to 18 carbon atoms, lead to improved conditioning and gloss of the hair.

First claim

The invention claimed is:

1. A hair conditioning composition comprising 0.1 to 10% by weight of an oxalkylated alkylalkylene diamine of formula (I)

wherein
R is C 8 -C 24 -alkyl or C 8 -C 24 -alkenyl
A is —C 2 H 4 — or —C 3 H 6 —,
Z 1 is —C(O)—R′, wherein R′ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
Z 2 is —C(O)—R″, wherein R″ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
Z 3 is —C(O)—R′″, wherein R′″ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
Z 4 is —C(O)—R″″, wherein R″″ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
a is 0 or 1,
m is 2 or 3,
u, v, x and w are each independently numbers from 1 to 9,
where if a=0 the sum of u, v, and w is from 3 to 30, and
where if a=1 the sum of u, v, w and x is from 4 to 35,
or a quaternized salt thereof, and
0.5 10% by weight of a fatty alcohol component, having 6 to 18 carbon atoms.

2. The hair conditioning composition according to claim 1 , comprising an oxalkylated alkylalkylene diamine of formula (I), wherein
R is C 8 -C 24 -alkyl or C 8 -C 24 -alkenyl
A is a group —C 2 H 4 —
Z 1 is —C(O)—R′, wherein R′ is C 8 -C 18 -alkyl or C 8 -C 18 -alkenyl
Z 2 is —C(O)—R″, wherein R″ is C 8 -C 18 -alkyl or C 8 -C 18 -alkenyl
Z 3 is —C(O)—R′″, wherein R′″ is C 8 -C 18 -alkyl or C 8 -C 18 -alkenyl
Z 4 is —C(O)—R″″, wherein R″″ is C 8 -C 18 -alkyl or C 8 -C 18 -alkenyl
a is 0
m is 3,
u, v and w are each independently numbers from 3 to 9,
where the sum of u, v and w is from 6 to 30,
or a quaternized salt thereof, where the salt is formed by quaternizing one or two of the nitrogen atoms of the compound of formula (I).

3. The hair conditioning composition according to claim 1 , comprising an oxalkylated alkylalkylene diamine of formula (I), wherein
R is C 8 -C 18 -alkyl or C 8 -C 18 -alkenyl
A is a group —C 2 H 4 —
Z 1 ,Z 2 ,Z 3 and Z 4 are the same and are —C(O)—R′
with
R′ being C 8 -C 18 -alkyl or C 8 -C 18 -alkenyl
a is 0, m is 3
u, v, and w are each independently numbers from 3 to 9,
where the sum of u, v and w is from 6 to 30,
or a quaternized salt thereof, where the salt is formed by quaternizing one or two of the nitrogen atoms of the compound of formula (I).

4. The hair conditioning composition according claim 1 , comprising a salt of an ester of an oxalkylated alkylalkylene diamine of formula (I).

5. A method of preparing a hair conditioning composition, comprising the step of mixing an oxalkylated alkylalkylene diamine of formula (I),

wherein
R is C 8 -C 24 -alkyl or C 8 -C 24 -alkenyl
A is —C 2 H 4 — or —C 3 H 6 —,
Z 1 is —C(O)—R′, wherein R′ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
Z 2 is —C(O)—R″, wherein R″ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
Z 3 is —C(O)—R′″, wherein R′″ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
Z 4 is —C(O)—R″″, wherein R″″ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
a is 0 or 1,
m is 2 or 3,
u, v, w and x are each independently numbers from 1 to 9,
where if a=0, the sum of u, v and w is from 3 to 30, and
where if a=1, the sum of u, v, w and x is from 4 to 35,

or a quaternized salt thereof, and a fatty alcohol component, having 6 to 18 carbon atoms.

6. A method of conditioning the hair, comprising the steps of applying a hair conditioner composition onto wet hair and removing the conditioner composition from the hair,
wherein the hair conditioner composition comprises
an ester of an oxalkylated alkylalkylene diamine of formula (I),

wherein
R is C 8 -C 24 -alkyl or C 8 -C 24 -alkenyl
A is —C 2 H 4 — or —C 3 H 6 —,
Z 1 is —C(O)—R′, wherein R′ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
Z 2 is —C(O)—R″, wherein R″ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
Z 3 is —C(O)—R′″, wherein R′″ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
Z 4 is —C(O)—R″″, wherein R″″ is C 5 -C 35 -alkyl or C 5 -C 35 -alkenyl,
a is 0 or 1,
m is 2 or 3,
u, v, w and x are each independently numbers from 1 to 9,
where if a=0, the sum of u, v and w is from 3 to 30, and
where if a=1, the sum of u, v, w and x is from 4 to 35,

or a quaternized salt thereof, and a fatty alcohol component, having 6 to 18 carbon atoms.

7. The method of conditioning the hair according to claim 6 , further comprising the following steps:
a) applying a shampoo composition onto the hair;
b) washing the hair with the shampoo composition;
c) removing the shampoo composition from the hair;
prior to applying a hair conditioner composition onto wet hair and removing the conditioner composition from the hair.

8. The method of claim 6 , wherein the hair conditioner composition comprises a quaternized salt of an oxalkylated alkylalkylene diamine of formula (I), where the salt is quaternized at one or two of the nitrogen atoms of the compound of formula (I).

9. The method of claim 6 , wherein the hair conditioner composition further comprises as a lubricant a fatty alcohol component, having 6 to 18 carbon atoms.

10. The method of claim 6 , wherein the hair conditioner composition further comprises a silicone, and a further surfactant.

11. The method of claim 6 , wherein the hair conditioner composition further comprises a further surfactant which is selected from the group consisting of non-polymeric, cationic quaternary ammonium compounds.

12. The method of claim 6 , wherein the hair conditioner composition is applied to the hair on a weekly to bi-weekly basis following initial treatment of the hair with a shampoo composition.

13. The hair conditioner composition according to claim 1 , wherein at least one of Z 1 , Z 2 , Z 3 , and Z 4 is C 8 -C 18 -alkyl or C 8 -C 18 -alkenyl.

14. The hair conditioner composition according to claim 1 , wherein the quaternized salt is formed by using an alkylating agent selected from the group consisting of dimethyl sulfate, diethyl sulfate, dimethyl carbonate, diethyl carbonate, methyl chloride, ethyl chloride, methyl bromide, ethyl bromide, methyl iodide, and ethyl iodide.

15. The method of claim 6 , wherein the hair conditioner composition further comprises cetyl trimethylammonium chloride.

16. The hair conditioning composition according to claim 1 , comprising an oxalkylated alkylalkylene diamine of formula (I), wherein the oxalkylated alkylalkylene diamine of formula (I) is a quaternized salt.

Assignees

• Clariant Int Ltd

Inventors

• Leinweber Dirk
• Benson Hannah
• Neuhoff Henrike
• Kita-Tokarczyk Katarzyna

Classifications

• A61K8/416

  Quaternary ammonium compounds (A61K8/35 takes precedence) · CPC title

• A61K8/45 Primary

  Derivatives containing from 2 to 10 oxyalkylene groups · CPC title

• A61Q5/12

  Preparations containing hair conditioners · CPC title

• A61K8/342

  Alcohols having more than seven atoms in an unbroken chain · CPC title