Fragrance premix composition comprising a silicone polymer and aminofunctional material

Patent metadata

Field	Value
Publication number	US-11618864-B2
Application number	US-202117192049-A
Country	US
Kind code	B2
Filing date	Mar 4, 2021
Priority date	Mar 6, 2020
Publication date	Apr 4, 2023
Grant date	Apr 4, 2023

Abstract

A fragrance premix composition that includes a silicone polymer, an aminofunctional material characterized by a molecular weight of less than about 1000 Daltons and having at least one primary or secondary amine moiety, and a fragrance material that includes one or more perfume raw materials having an aldehyde or ketone moiety, where the silicone, the aminofunctional material, and the fragrance material are reasonably miscible. Consumer products that include such fragrance premix compositions. Related methods of making and using such premixes and products.

First claim

What is claimed is:

1. A fragrance premix composition comprising:
from about 30% to about 98%, by weight of the fragrance premix composition, of a silicone polymer,
wherein the silicone polymer is characterized by an amine value of from 0.0 to about 3 meq/g;

from about 1% to about 20%, by weight of the fragrance premix composition, of an aminofunctional material,
wherein the aminofunctional material is characterized by a molecular weight of less than about 1000 Daltons, and
wherein the aminofunctional material comprises at least one amine moiety selected from a primary amine moiety, a secondary amine moiety, or a combination thereof; and

from about 0.5% to about 25%, by weight of the fragrance premix composition, of a fragrance material comprising one or more perfume raw materials,
wherein the one or more perfume raw materials comprises an aldehyde moiety, a ketone moiety, or combinations thereof;

wherein a mixture of the silicone polymer, the aminofunctional material, and the one or more perfume materials in a 9.9:0.1:0.1 weight ratio is characterized by a % Transmittance (% T) of at least 40 at 480 nm.

2. The fragrance premix composition according to claim 1 , wherein the silicone polymer is characterized by an Extraction Percentage (Extr. %) of less than 5% after 24 hours.

3. The fragrance premix composition according to claim 1 , wherein the silicone polymer is characterized by a solubility in water of less than about 800 mg/L, measured at 25° C.

4. The fragrance premix composition according to claim 1 , where in the silicone polymer is characterized by a total amine value of from about 0.05 to about 3 meq/g.

5. The fragrance premix composition according to claim 1 , wherein the silicone polymer comprises a cyclic silicone, a polydimethylsiloxane (PDMS) polymer, an aminofunctional silicone polymer, or a mixture thereof.

6. The fragrance premix composition according to claim 1 , wherein the aminofunctional material is characterized by one or both of the following:
(a) an Amine Equivalent Weight of about 25 to 300 g/mol; and/or
(b) a Hydrophilic Group Equivalent Weight of greater than 100.

7. The fragrance premix composition according to claim 1 , wherein the aminofunctional material is selected from the group consisting of:
(a) an aliphatic aminofunctional material;
(b) a cycloaliphatic aminofunctional material;
(c) an aminofunctional silane;
(d) an aminoalcohol where a primary amine moiety or secondary amine moiety is separated by two carbon atoms from a hydroxyl group;
(e) 1,3-bis(3-aminopropyl) tetramethyldisiloxane; or
(f) mixtures thereof.

8. The fragrance premix composition according to claim 1 , wherein the one or more perfume raw materials comprise an aldehyde moiety.

9. The fragrance premix composition according to claim 1 , wherein the one or more perfume raw materials comprise a ketone moiety.

10. The fragrance premix composition according to claim 1 , wherein the one or more perfume raw materials comprise a material selected from the following:
a. oncidal, methyl nonyl acetaldehyde, adoxal, melanal, calypsone, or mixtures thereof;
b. cuminic aldehyde, benzaldehyde, anisic aldehyde, heliotropin, isocyclocitral, triplal/ligustral, 3,6-ivy carbaldehyde, ligustral, scentenal, or mixtures thereof;
c. satinaldehyde (jasmorange), otropal, cyclamen homoaldehyde, cyclamen aldehyde (cyclamal), lilial, canthoxal, floralozone, cinnemic aldehyde, or mixtures thereof;
d. delta-damascone, beta-damascone, alpha-damascone, nectaryl, or mixtures thereof;
e. vanillin; ethyl vanillin; octahydro-4,7-methano-1H-indene-5-acetaldehyde; 3-[4-(2-methylpropyl)cyclohexyl]propanal; or mixtures thereof; or
f. a combination of materials selected from at least two categories of a, b, c, d, and e.

11. The fragrance premix composition according to claim 1 ,
(a) wherein the total moles of primary and secondary amine moieties present in the composition as provided by the silicone polymer and the aminofunctional material is X,
(b) wherein the total moles of aldehyde moieties and/or ketone moieties present in the composition as provided by the one or more perfume raw materials is Y, and
(c) wherein the ratio of X:Y is from about 2:1 to about 1:20.

12. The fragrance premix composition according to claim 1 , wherein the fragrance premix composition comprises:
from about 40% to about 95%, by weight of the fragrance premix composition, of the silicone polymer; or
from about 2% to about 15%, by weight of the fragrance premix composition, of the aminofunctional material; or
from about 1% to about 20%, by weight of the fragrance premix composition, of the one or more perfume raw materials; or
a combination thereof.

13. The fragrance premix composition according to claim 1 , wherein the mixture of the silicone compound, the aminofunctional material, and the one or more perfume materials in a 9.9:0.1:0.1 weight ratio is characterized by a % Transmittance (% T) at 480 nm of at least 50.

14. The fragrance premix composition according to claim 1 , wherein the fragrance premix composition comprises from about 1% to about 90%, by weight of the composition, of water.

Assignees

• Procter & Gamble

Inventors

• Panandiker Rajan Keshav
• Kluesener Bernard William
• Jayasundara Chathurika R K

Classifications

• C11D3/505

  encapsulated or adsorbed on a carrier, e.g. zeolite or clay · CPC title

• C11D3/373

  containing silicones · CPC title

• C11D7/3218

  Alkanolamines or alkanolimines · CPC title

• C11D3/502 Primary

  Protected perfumes · CPC title

• C11D3/3742

  Nitrogen containing silicones · CPC title