WO2011154893A1 - Process for preparing polyurea microcapsules - Google Patents
Process for preparing polyurea microcapsules Download PDFInfo
- Publication number
- WO2011154893A1 WO2011154893A1 PCT/IB2011/052471 IB2011052471W WO2011154893A1 WO 2011154893 A1 WO2011154893 A1 WO 2011154893A1 IB 2011052471 W IB2011052471 W IB 2011052471W WO 2011154893 A1 WO2011154893 A1 WO 2011154893A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- capsules
- polyisocyanate
- microcapsules
- perfume
- process according
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/11—Encapsulated compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/16—Interfacial polymerisation
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3726—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/50—Perfumes
- C11D3/502—Protected perfumes
- C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Definitions
- Capsules B to G were prepared using the method described in Example 1. There were used the same amounts of perfume, polyvinyl alcohol, tetraethyl ammonium chloride, guanidine carbonate and water, as in Table 1. Only the amounts of Desmodur ® N 100 and Takenate ® D-110N varied, as indicated in the table below. Table 2: Amounts of polyisocyanates in Capsules B to G
- Comparative capsules (Control A) were prepared using an aliphatic polyisocyanate alone.
- the capsules have the following ingredients:
- Comparative capsules (Control H) were prepared using an aromatic polyisocyanate alone. These capsules have the following ingredients:
- Controls I to K and M were prepared according to the method of Example 4.
- the amounts of Takenate ® D-110N, perfume, polyvinyl alcohol, tetraethyl ammonium chloride and water used were those indicated in Table 12. Only the nature and the amount of the polyamine used varied in Controls I to K and M, as summarized in the following table. Table 13: Composition of Controls I to K and M
- Softeners A to U were prepared by adding Capsules A to U at 1.26% by weight, relative to the total weight of the softener, under gentle shaking into the unperfumed softener base of Table 15.
- Example 15 (comparative)
- the perfume is perceived more intensely when the capsules are made with a combination of an aromatic and an aliphatic polyisocyanate in the claimed ratios than when the capsules are made with an aromatic polyisocyanate alone or with an aliphatic polyisocyanate alone.
- Control Body Washes A, H, L and M were prepared by adding Controls A, H, L and M at 0.5% by weight, relative to the total weight of the body wash into the body wash formulation prepared in Example 25.
- the storage stability of the capsules in Body Washes E, G, T and U and in Control Body Washes A and L was evaluated.
- the body wash products comprising the capsules were stored during four weeks at 40°C and the amount of perfume having leaked out of the capsules was measured by SPME and GC-MS analysis. The results are summarized in the following table.
- Table 25 Composition of the roll-on antiperspirant deodorant formulation
- Shampoos E, G, T and U were prepared by mixing Capsules E, G, T and U at 0.5% by weight, relative to the total weight of the shampoo into the hair shampoo formulation prepared above.
- each of the capsules of the present invention was more stable in the rinse-off hair conditioner base than the corresponding control, in which only the aliphatic polyisocyanate was used, thus showing that combining an aromatic polyisocyanate with an aliphatic polyisocyanate in the claimed ratios improves the storage stability of polyurea microcapsules in a rinse-off hair conditioner base.
- a leave-on hair conditioner formulation was prepared by admixing the ingredients listed in Table 33, in the amounts indicated. The percentages are defined by weight relative to the total weight of the leave-on hair conditioner formulation. Table 33: Composition of the leave-on hair conditioner formulation
Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2013513796A JP6012598B2 (en) | 2010-06-11 | 2011-06-07 | Method for producing polyurea microcapsules |
US13/700,526 US9271905B2 (en) | 2010-06-11 | 2011-06-07 | Process for preparing polyurea microcapsules |
CN201180028494.9A CN102939151B (en) | 2010-06-11 | 2011-06-07 | Process for preparing polyurea microcapsules |
EP11728681.5A EP2579976B1 (en) | 2010-06-11 | 2011-06-07 | Process for preparing polyurea microcapsules |
MX2012013587A MX339276B (en) | 2010-06-11 | 2011-06-07 | Process for preparing polyurea microcapsules. |
BR112012029551-9A BR112012029551B1 (en) | 2010-06-11 | 2011-06-07 | process for preparing polyurea microcapsules |
ZA2012/08422A ZA201208422B (en) | 2010-06-11 | 2012-11-08 | Process for preparing polyurea microcapsules |
Applications Claiming Priority (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US35378710P | 2010-06-11 | 2010-06-11 | |
EP10165700 | 2010-06-11 | ||
EP10165700.5 | 2010-06-11 | ||
US61/353,787 | 2010-06-11 | ||
EP11166533 | 2011-05-18 | ||
EP11166533.7 | 2011-05-18 | ||
EP11166717.6 | 2011-05-19 | ||
EP11166717 | 2011-05-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2011154893A1 true WO2011154893A1 (en) | 2011-12-15 |
Family
ID=44484808
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/IB2011/052471 WO2011154893A1 (en) | 2010-06-11 | 2011-06-07 | Process for preparing polyurea microcapsules |
Country Status (8)
Country | Link |
---|---|
US (1) | US9271905B2 (en) |
EP (1) | EP2579976B1 (en) |
JP (1) | JP6012598B2 (en) |
CN (1) | CN102939151B (en) |
BR (1) | BR112012029551B1 (en) |
MX (1) | MX339276B (en) |
WO (1) | WO2011154893A1 (en) |
ZA (1) | ZA201208422B (en) |
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US20130330292A1 (en) * | 2009-09-18 | 2013-12-12 | International Flavors & Fragrances Inc. | Polyurea capsules prepared with a polyisocyanate and cross-linking agent |
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- 2011-06-07 EP EP11728681.5A patent/EP2579976B1/en active Active
- 2011-06-07 JP JP2013513796A patent/JP6012598B2/en active Active
- 2011-06-07 US US13/700,526 patent/US9271905B2/en active Active
- 2011-06-07 MX MX2012013587A patent/MX339276B/en active IP Right Grant
- 2011-06-07 CN CN201180028494.9A patent/CN102939151B/en active Active
- 2011-06-07 BR BR112012029551-9A patent/BR112012029551B1/en active IP Right Grant
- 2011-06-07 WO PCT/IB2011/052471 patent/WO2011154893A1/en active Application Filing
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2012
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US9271905B2 (en) | 2016-03-01 |
BR112012029551A2 (en) | 2016-12-13 |
JP2013530825A (en) | 2013-08-01 |
US20130230574A1 (en) | 2013-09-05 |
CN102939151B (en) | 2015-05-20 |
EP2579976A1 (en) | 2013-04-17 |
CN102939151A (en) | 2013-02-20 |
JP6012598B2 (en) | 2016-10-25 |
EP2579976B1 (en) | 2017-08-09 |
MX2012013587A (en) | 2012-12-17 |
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BR112012029551B1 (en) | 2019-01-29 |
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