Patent Application
20200179262
This invention relates to a method for producing a vehicle for delivering fragrances and controlling their release.
Use of polymers as vehicles for fragrance delivery is known. For example, CN102504385A discloses polymer resins used for this purpose, including ethylene-octene copolymer. However, this reference does not disclose the composition described herein.
The problem solved by this invention is the need for improved vehicles for delivery of fragrances.
The present invention provides a fragrance release composition; said composition comprising: (a) a polyolefin comprising 40 to 85 wt % polymerized units of ethylene and 15 to 60 wt % polymerized units at least one C4-C12 alkene; and (b) a fragrance.
Percentages are weight percentages (wt %) and temperatures are in ° C., unless specified otherwise. Operations were performed at room temperature (20-25° C.), unless specified otherwise. An “alkene” is an unsaturated aliphatic hydrocarbon. Preferably, alkenes have only one double bond. Alkenes may be linear or branched, preferably linear.
A “fragrance” includes any hydrophobic component which provides a pleasant scent. Examples include scents that are floral, ambery, woody, leather, chypre, fougere, musk, vanilla, fruit, and/or citrus. Fragrance oils are obtained by extraction of natural substances or synthetically produced. Fragrances produced may be simple (one essence) or complex (a mélange of essences). Often, the fragrance oils are accompanied by auxiliary materials, such as fixatives, extenders, stabilizers and solvents.
Preferably, the polyolefin comprises polymerized units of ethylene and at least one C6-C10 alkene, preferably a C8 alkene, preferably 1-octene. The polyolefin comprises 40 to 85 wt % polymerized units of ethylene and 15 to 60 wt % polymerized units of the alkene; preferably at least 20 wt % alkene, preferably at least 25 wt % alkene, preferably at least 30 wt % alkene; preferably no more than 55 wt % alkene, preferably no more than 50 wt % alkene; preferably at least 45 wt % ethylene, preferably at least 50 wt % ethylene, preferably at least 55 wt % ethylene, preferably at least 60 wt % ethylene, preferably at least 65 wt % ethylene, preferably at least 70 wt % ethylene; preferably no more than 80 wt % ethylene, preferably no more than 75 wt % ethylene, preferably no more than 70 wt % ethylene.
Preferably, the polyolefin has a density (g/cm3) from 0.80 to 0.92, a Melt Index (g/10 min as measured at 2.16 kg @ 190° C.) from 0.3 to 35 and a DSC Melting Peak (° C., Rate 10° C./min) from 30 to 100. Preferably, density is at least 0.85; preferably no more than 0.91, preferably no more than 0.90, preferably no more than 0.89, preferably no more than 0.88. Preferably, Melt Index is at least 0.5, preferably at least 0.7; preferably no more than 30, preferably no more than 15, preferably no more than 10, preferable no more than 5, preferably no more than 3, preferably no more than 2. Preferably, the DSC Melting Peak is no more than 90, preferably no more than 85, preferably no more than 75; preferably at least 35.
Preferably, the weight-average molecular weight (Mw) of the polyolefin is from 35,000 to 200,000; preferably at least 40,000, preferably at least 70,000, preferably at least 80,000, preferably at least 90,000, preferably at least 100,000; preferably no more than 170,000, preferably no more than 150,000, preferably no more than 130,000.
The polyolefin may be a random copolymer or a block copolymer. Preferably, the polyolefin is a random copolymer.
Preferably, the fragrance may be delivered to the polyolefin beads using glycol ethers and/or surfactants. Surfactants and glycol ethers may be used to solubilize the fragrance compositions to enhance the delivery to the polyolefin bead. Preferably, glycol ethers useful have the following composition:
R—(OCnH2nOz)OX
wherein R is a substituted or unsubstituted C1-C12 aliphatic group, a substituted or unsubstituted C6-C12 aryl group, a group of the formula —C(═O)C6H5, or a group of the formula —C(═O)CH3, n is 2 to 4, z is 1 to 4, and X is —H, —CH3, —C(═O)CH3, or —C(═O)C6H5. Preferably, R is a substituted or unsubstituted C1-C10 aliphatic group, preferably an unsubstituted C2-C10 alkyl group, more specifically an unsubstituted C2-C6 alkyl group. In a preferred embodiment, n is 2 to 4, z is 1 to 3, and X is —H. Representative examples of the glycol ether compounds include tripropylene glycol methyl ether, dipropylene glycol n-butyl ether, tripropylene glycol n-butyl ether, dipropylene glycol n-propyl ether, dipropylene glycol phenyl ether, dipropylene glycol methyl ether acetate, propylene glycol n-propyl ether, diethylene glycol monobutyl ether, diethylene glycol n-butyl ether, diethylene glycol monohexyl ether, diethylene glycol hexyl ether, or a combination thereof. Other examples of the second compound may include dipropylene glycol methyl ether, propylene glycol methyl ether, propylene glycol methyl ether acetate, dipropylene glycol methyl ether acetate, or propylene glycol diacetate
The surfactants may be a nonionic, cationic, or anionic material, and it may be a blend of surfactants. Non-limiting examples of surfactants known in the art that may suitably be used include those described in U.S. Pre-Grant publication 2002/0045559. Combinations of surfactants and glycol ethers may be used to enhance the delivery of the fragrance compositions to the polyolefin bead.
Preferably, the amount of fragrance in the fragrance release composition is from 9 to 50 wt % based on the total weight of the composition, preferably at least 10 wt %, preferably at least 12 wt %, preferably at least 15 wt %, preferably at least 20 wt %; preferably no more than 40 wt %, preferably no more than 30 wt %.
Fragrance 1 (F1): Orange Oil is a product of Sigma Aldrich Corporation, St Louis, Mo., and U.S.A. CAS #8008-57-9
Fragrance 2 (F2): Tropical Breeze is a product of Givaudan Flavor Corporation, East Hanover, N.J., U.S.A.
Performance Index is average of Numerical Assessment Ratings for Fragrance Adsorbed and Integrity.
The assessment ratings were based on qualitative determinations by skilled laboratory personnel.
The substrates chosen to measure fragrance release and fragrance longevity were chosen based on Performance Index ratings >4.
1 gram of each type of Polyolefin were placed into a 1 ounce vial and weighed. An equivalent weight of fragrance (1 gram), in this case Orange oil (limonene) was added to each vial, so typically the fragrance oil was adsorbed, and the POE beads adsorbed between 46-53% fragrance oil based on weight.
Two vials of each polyolefin was used for the GC/MS and 2 vials were used for the headspace analysis, resulting in 4 vials, each containing 1 gram for every incremental time analysis to be run. The average values in the table were for the 4 vials per time increment, and represent the average amount of fragrance adsorbed per vial and include the standard deviation. So for the initial evaluation there were 4 sets of 1 gram beads/fragrance, at 7 days there were 4 sets of 5 beads/fragrance, at 14 days there were 4 sets of 1 gram beads/fragrance, etc. There were a total of 6 Polyolefin beads examined and were weighed out for: measurements occurring at Initial, 7 days, 14 days, 21 Days, and 28 days.
A 1% standard mix of the fragrance was prepared in toluene.
The standard mix was diluted in toluene to make the following concentrations: 10,000 and 1000, 500, 100, 10, and 1 ppm.
Each standard were injected into a microvial in a TDU (thermal desorption tube), directly into the TDU.
A calibration curve was made for the fragrance.
Sample size: 5 grams.
Analysis by headspace GC-MS:
Lowest density (least crystalline) and lowest melt peak as well as most elastic Polyolefin P1 bead demonstrated best performance regarding fragrance release.
Examples 1-4 show higher fragrance release at 28 days (parts per million fragrance measured in headspace between 692-779.5 ppm) compared to the Comparative 5 and Comparative 6 (>600 ppm).
Example 1 (polymer P1) showed the best fragrance longevity using Headspace GC and Extraction performed in Hexanes and averaged over 5 beads/per measurement in duplicate.
Example 1, P1 had slower fragrance release comparatively, therefore longer fragrance longevity with bead integrity.
Information in Table 5 demonstrates fragrance retained in beads . . . and then the release from the beads. Example 1 based on P1 allows fragrance (Limonene) to last up to 56 days. Examples 1-4 show higher fragrance retained at 56 days (parts per million fragrance measured in bead) compared to the Comparative 5 and Comparative 6.
| Filing Document | Filing Date | Country | Kind |
|---|---|---|---|
| PCT/US2018/051423 | 9/18/2018 | WO | 00 |
| Number | Date | Country | |
|---|---|---|---|
| 62562558 | Sep 2017 | US |
