WO2015135949A1 - Emulsion comprising microencapsulated thermochromic leuco colorants and method for multi-microencapsulation - Google Patents
Emulsion comprising microencapsulated thermochromic leuco colorants and method for multi-microencapsulation Download PDFInfo
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- WO2015135949A1 WO2015135949A1 PCT/EP2015/054975 EP2015054975W WO2015135949A1 WO 2015135949 A1 WO2015135949 A1 WO 2015135949A1 EP 2015054975 W EP2015054975 W EP 2015054975W WO 2015135949 A1 WO2015135949 A1 WO 2015135949A1
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- Prior art keywords
- emulsion
- leuco colorants
- weight
- thermochromic leuco
- microencapsulated
- Prior art date
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Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/0004—Screening or testing of compounds for diagnosis of disorders, assessment of conditions, e.g. renal clearance, gastric emptying, testing for diabetes, allergy, rheuma, pancreas functions
- A61K49/0006—Skin tests, e.g. intradermal testing, test strips, delayed hypersensitivity
-
- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/31—Hydrocarbons
-
- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
-
- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/10—General cosmetic use
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
Definitions
- the present invention relates to emulsions comprising multi-microencapsulated thermochromic leuco colorants, for application thereof on the surface of the human body.
- the emulsion of the invention is applied on the human body in the form of a film.
- the microcapsules provide a different color as a function of the temperature of the corporal surface and are thus useful for carrying out a thermochromic study of the corporal surface.
- the microencapsulated thermochromic leuco colorants of the present invention are, for example spironolactones, fluorenes and spiropyrans.
- the present invention may be applied to the breast area where the thermochromic study is useful for carrying out a diagnostic assessment for breast cancer.
- thermochromic microcapsules which contain thermochromic microcapsules. These films are applied to the human body in order to be able to carry out a thermographic study.
- the films are applied to the human body generally by means of the use of adhesives.
- said films can be applied to the breast area, where said thermographic study is useful for carrying out a diagnostic assessment for breast cancer.
- the films are applied to the breast area by means of the use of adhesives.
- the films described hitherto exhibit poor adaptation on the corporal surface, in particular in the areas with a large number of bumps such as for example the breasts. Such poor adaptation results from the difficulty of placing the films on the area.
- the problem posed by the technique consists of providing a film in order to carry out a thermographic study of the human body, with improved properties for adaptation to the human body and homogeneity of the emulsion with respect to the films and emulsions described in the prior art.
- the existing emulsions comprising leuco colorants allow for the use thereof in high precision applications in which more than 3 different leuco colorants are required. This is due to the difficulty of maintaining a single emulsion in a homogenous manner with more than 3 thermochromic leuco colorants due to their different physiochemical properties. This dehomogenization of the mixture of the different leuco colorants is made worse when the viscosity of the emulsion is reduced. Said viscosity is vital in the dispersion, provided by means of spraying, since it must be reduced in order for the dispersion thereof to be possible. DESCRIPTION OF THE INVENTION
- the present invention provides a solution to the problems posed in the technique.
- the present invention provides an emulsion comprising 5-30 % by weight of at least one microencapsulated thermochromic leuco colorant having a polymeric coating, between 30 and 50 % by weight of a polymer, between 1 and 10 % by weight of emulsifying and preserving agents, between 30 and 60 % by weight of solvent, hereinafter the emulsion of the invention.
- the emulsion of the invention is capable of creating a thermofilm in- situ at the time the product is applied to the surface to be controlled.
- the emulsion of the invention remains in liquid state while it is in the receptacle which stores the emulsion, it being able to be applied by means of any type of propelling technology or dispersion (spray, pulverizing, brush).
- Another embodiment is the emulsion of the invention, wherein its form of presentation is a spray.
- the emulsion of the invention can be applied to the corporal surface, in particular to the breast area (breast cancer) or difficult corporal contours in order to be able to carry out a thermographic study.
- the emulsion of the invention contains a mixture of different leuco colorants, each leuco colorant having a determined base color and a determined action temperature and reflects the temperatures of the areas by means of chromatic matrices.
- the heat transfer properties are improved, while allowing uniformity and thus a diagnostic assessment by corporal symmetry.
- the solvent present in the emulsion of the invention is the base of the emulsion of the invention, the rest of the ingredients are mixed in said solvent.
- the water and the isopropanol are adequately dissolved.
- Another embodiment is the emulsion of the invention, wherein said solvent is water and isopropanol.
- the polymer present in the emulsion of the invention is maintained in the emulsion in contact with the solvent. It is responsible for forming a polymeric film in-situ in the application area. Said polymeric film fixes the thermochromic leuco colorants.
- the latex, the vinyl and the polyurethane provide good results like the polymers.
- another embodiment is the emulsion of the invention, wherein said polymer is selected from the group composed of latex, vinyl and polyurethane.
- thermochromic leuco colorants there can exist a mixture of various thermochromic leuco colorants.
- Each leuco colorant has a different activation temperature. As the temperature of the application area varies, the colors which show the leuco colorants vary.
- the leuco colorants can be spironolactones, fluorenes and spiropyrans, etc, without being limited to these.
- thermochromic leuco colorant is selected from the group composed of spironolactones, fluorenes and spiropyrans.
- thermochromic leuco colorants are dissolved in the emulsion, remaining fixed with the polymer once the rest of the components have evaporated. Depending on the clarity sought in the diagnostic assessment, more leuco colorants or less leuco colorants can be used. If greater clarity is sought, a mixture is carried out with little diversity of microencapsulated thermochromic leuco colorants.
- the leuco colorants are microencapsulated; the microcapsules have a size of approximately 5 microns.
- the leuco colorants are coated with a water- based polymer having inert properties.
- the aminoplasts and the polyamides/polyureas are suitable for this coating.
- the percentage of leuco colorant/coating is approximately 85 %/15 % respectively.
- Another embodiment is the emulsion of the invention, wherein the proportion of leuco colorant/polymeric coating is 85 %/15 %.
- emulsion of the invention wherein said polymeric coating comprises aminoplasts or a mixture of polyamides and polyureas.
- the emulsifying and preserving agents present in the emulsion of the invention are responsible for keeping the components dissolved in a homogeneous manner and keeping the entire combination in good condition in order to avoid depositions, dryness and premature deterioration.
- thermochromic leuco colorants which comprises:
- thermochromic leuco colorants having a polymeric coating (a) mixing microencapsulated thermochromic leuco colorants having a polymeric coating with an oil-based solution,
- step (b) mixing the resulting solution of step (a) with the suspension which comprises water-based gelatin and aminoplast or a mixture of polyamides and polyureas and
- the process of multi-microencapsulation ensures the homogeneity of the mixture of leuco colorants during its useful life, allowing the mixing of various leuco colorants with different physical properties (density, weight, size) in one single emulsion independent of the viscosity of the final emulsion.
- Said viscosity can be adapted by means of the polymeric component without affecting the homogeneity of the mixture of the leuco colorants, with the aim of obtaining an optimal dispersion by means of spraying, in turn, fulfilling the functionality of the product.
- the method of the invention allows greater homogeneity of the final mixture to be obtained.
- the method consists of carrying out a second microencapsulation, combining in its interior various microcapsules with leuco colorants having a different activation temperature. By means thereof, an attempt is made to ensure that the mixture is as homogenous as possible and thus avoid errors in the thermographic mapping due to poor distribution of the components in the application area.
- the multi-microencapsulation is achieved by carrying out polymerization under stirring. While the leuco colorant microcapsules are mixed inside a receptacle with an oil- based solution, an aminoplast suspension or a polyamide and polyurea mixture is poured into water-based gelatin.
- the cross-linker is added, such as for example glutaraldehyde at 25 % in molar ratio, achieving the hardening of the exterior walls.
- the cross-linker is added during the stirring process. It is added at this point in order to avoid microspheres, which have not yet hardened, binding due to the chemical affinity once the stirring has been completed, increasing the size of the spheres. Thus, it is an important component of the process, since the smallest possible size of the final capsules is sought.
- Another embodiment is the method of the invention, wherein said cross-linker is glutaraldehyde.
- the polymeric base allows the retention of a large quantity of pigments
- Emulsion 1 is a diagrammatic representation of Emulsion 1:
- a mixture of spironolactones was used, having a functional temperature of between 28 and 36 °C.
- the composition of said mixture is indicated in Table 1.
Abstract
Emulsion comprising microencapsulated thermochromic leuco colorants and method for multi-microencapsulation. Emulsion comprising 5-30 % by weight of at least one microencapsulated thermochromic leuco colorant having a polymeric coating, between 30 and 50 % by weight of a polymer, between 1 and 10 % by weight of emulsifying and preserving agents and between 30 and 60 % by weight of solvent, said thermochromic leuco colorants can be spironolactones, fluorenes or spiropyrans. Method for multi-microencapsulation of thermochromic leuco colorants, which comprises mixing microencapsulated thermochromic leuco colorants having a polymeric coating with an oil-based solution, mixing the resulting solution from the preceding step with a suspension which comprises water-based gelatin and aminoplast or a mixture of polyamides and polyureas and adding a cross-linker.
Description
EMULSION COMPRISING MICROENCAPSULATED THERMOCHROMIC LEUCO COLORANTS AND METHOD FOR MULTI-MICROENCAPSULATION
DESCRIPTION
Field of the invention
The present invention relates to emulsions comprising multi-microencapsulated thermochromic leuco colorants, for application thereof on the surface of the human body. The emulsion of the invention is applied on the human body in the form of a film. The microcapsules provide a different color as a function of the temperature of the corporal surface and are thus useful for carrying out a thermochromic study of the corporal surface. The microencapsulated thermochromic leuco colorants of the present invention are, for example spironolactones, fluorenes and spiropyrans. The present invention may be applied to the breast area where the thermochromic study is useful for carrying out a diagnostic assessment for breast cancer.
Background of the invention
In the prior art, various films have been described which contain thermochromic microcapsules. These films are applied to the human body in order to be able to carry out a thermographic study. The films are applied to the human body generally by means of the use of adhesives.
For example, said films can be applied to the breast area, where said thermographic study is useful for carrying out a diagnostic assessment for breast cancer. The films are applied to the breast area by means of the use of adhesives.
The films described hitherto exhibit poor adaptation on the corporal surface, in particular in the areas with a large number of bumps such as for example the breasts. Such poor adaptation results from the difficulty of placing the films on the area.
Furthermore, they are carried out with thicknesses greater than one millimeter, which causes a reduction in the output of thermal conductivity and thermal inertia in the adjacent areas.
Due to the lack of adaptability, the option to carry out a diagnostic assessment by symmetry is impossible since the diagnostic conditions are not the same at each side.
The problem posed by the technique consists of providing a film in order to carry out a thermographic study of the human body, with improved properties for adaptation to the human body and homogeneity of the emulsion with respect to the films and emulsions described in the prior art.
The existing emulsions comprising leuco colorants allow for the use thereof in high precision applications in which more than 3 different leuco colorants are required. This is due to the difficulty of maintaining a single emulsion in a homogenous manner with more than 3 thermochromic leuco colorants due to their different physiochemical properties. This dehomogenization of the mixture of the different leuco colorants is made worse when the viscosity of the emulsion is reduced. Said viscosity is vital in the dispersion, provided by means of spraying, since it must be reduced in order for the dispersion thereof to be possible. DESCRIPTION OF THE INVENTION
The present invention, according to how it is defined below, provides a solution to the problems posed in the technique.
The present invention provides an emulsion comprising 5-30 % by weight of at least one microencapsulated thermochromic leuco colorant having a polymeric coating, between 30 and 50 % by weight of a polymer, between 1 and 10 % by weight of emulsifying and preserving agents, between 30 and 60 % by weight of solvent, hereinafter the emulsion of the invention.
In the emulsion of the invention, the sum of all the indicated percentages is equal to
100 %.
The emulsion of the invention is capable of creating a thermofilm in- situ at the time the product is applied to the surface to be controlled.
The emulsion of the invention remains in liquid state while it is in the receptacle which stores the emulsion, it being able to be applied by means of any type of propelling technology or dispersion (spray, pulverizing, brush...).
Thus, another embodiment is the emulsion of the invention, wherein its form of presentation is a spray.
The emulsion of the invention can be applied to the corporal surface, in particular to the breast area (breast cancer) or difficult corporal contours in order to be able to carry out a thermographic study. The emulsion of the invention contains a mixture of different leuco colorants, each leuco colorant having a determined base color and a determined action temperature and reflects the temperatures of the areas by means of chromatic matrices.
By means of the formation of the film being in direct contact with the surface of the body, the heat transfer properties are improved, while allowing uniformity and thus a diagnostic assessment by corporal symmetry.
When it is a film in a solid final state, it is released from the skin with ease, leaving practically no residues since the thermochromic leuco colorants are adhered to the polymer.
The solvent present in the emulsion of the invention is the base of the emulsion of the invention, the rest of the ingredients are mixed in said solvent. The water and the isopropanol are adequately dissolved.
Thus, another embodiment is the emulsion of the invention, wherein said solvent is water and isopropanol.
The polymer present in the emulsion of the invention is maintained in the emulsion in contact with the solvent. It is responsible for forming a polymeric film in-situ in the application area. Said polymeric film fixes the thermochromic leuco colorants. The latex, the vinyl and the polyurethane provide good results like the polymers.
Thus, another embodiment is the emulsion of the invention, wherein said polymer is selected from the group composed of latex, vinyl and polyurethane.
In the emulsion of the invention, there can exist a mixture of various thermochromic leuco colorants. Each leuco colorant has a different activation temperature. As the temperature of the application area varies, the colors which show the leuco colorants vary. The leuco colorants can be spironolactones, fluorenes and spiropyrans, etc, without being limited to these.
Thus, another embodiment is the emulsion of the invention, wherein said thermochromic leuco colorant is selected from the group composed of spironolactones, fluorenes and spiropyrans.
The precision of the change of state (change of coloration) is realized with a margin of approximately +/-0.5 °C. The action temperatures are between approximately 28 °C and 36 °C. The thermochromic leuco colorants are dissolved in the emulsion, remaining fixed with the polymer once the rest of the components have evaporated. Depending on the clarity sought in the diagnostic assessment, more leuco colorants or less leuco colorants can be used. If greater clarity is sought, a mixture is carried out with little diversity of microencapsulated thermochromic leuco colorants.
The leuco colorants are microencapsulated; the microcapsules have a size of approximately 5 microns. In the microcapsules, the leuco colorants are coated with a water- based polymer having inert properties. The aminoplasts and the polyamides/polyureas are suitable for this coating. The percentage of leuco colorant/coating is approximately 85 %/15 % respectively.
Thus, another embodiment is the emulsion of the invention, wherein the proportion of leuco colorant/polymeric coating is 85 %/15 %.
And another embodiment is the emulsion of the invention, wherein said polymeric coating comprises aminoplasts or a mixture of polyamides and polyureas.
The emulsifying and preserving agents present in the emulsion of the invention are responsible for keeping the components dissolved in a homogeneous manner and keeping the entire combination in good condition in order to avoid depositions, dryness and premature deterioration.
The present invention also provides a method for multi-microencapsulation of thermochromic leuco colorants which comprises:
(a) mixing microencapsulated thermochromic leuco colorants having a polymeric coating with an oil-based solution,
(b) mixing the resulting solution of step (a) with the suspension which comprises water-based gelatin and aminoplast or a mixture of polyamides and polyureas and
(c) adding a cross-linker,
hereinafter the method of the invention.
The process of multi-microencapsulation ensures the homogeneity of the mixture of leuco colorants during its useful life, allowing the mixing of various leuco colorants with different physical properties (density, weight, size) in one single emulsion independent of the viscosity of the final emulsion. Said viscosity can be adapted by means of the polymeric component without affecting the homogeneity of the mixture of the leuco colorants, with the aim of obtaining an optimal dispersion by means of spraying, in turn, fulfilling the functionality of the product.
The method of the invention allows greater homogeneity of the final mixture to be obtained. The method consists of carrying out a second microencapsulation, combining in its interior various microcapsules with leuco colorants having a different activation temperature. By means thereof, an attempt is made to ensure that the mixture is as homogenous as possible and thus avoid errors in the thermographic mapping due to poor distribution of the components in the application area.
The multi-microencapsulation is achieved by carrying out polymerization under stirring. While the leuco colorant microcapsules are mixed inside a receptacle with an oil- based solution, an aminoplast suspension or a polyamide and polyurea mixture is poured into water-based gelatin.
Lastly, small microspheres which contain the leuco colorant microcapsules are obtained by affinity. In order to finalize the process, the cross-linker is added, such as for example glutaraldehyde at 25 % in molar ratio, achieving the hardening of the exterior walls.
The cross-linker is added during the stirring process. It is added at this point in order to avoid microspheres, which have not yet hardened, binding due to the chemical affinity once the stirring has been completed, increasing the size of the spheres. Thus, it is an important
component of the process, since the smallest possible size of the final capsules is sought.
Another embodiment is the method of the invention, wherein said cross-linker is glutaraldehyde.
Some advantages of the emulsion of the invention and the application of said emulsion of the invention to the human body are cited below:
-Approximate thickness of 0.5 mm
-Better thermal conductivity
-Absence of thermal inertias
-Perfect adaptability
-The polymeric base allows the retention of a large quantity of pigments
-The diagnostic assessment by thermal symmetry is enabled
-Easy visual interpretation of the results
-Easy application and extraction
PREFERRED MODES OF EMBODIMENTS
Example 1. Preparation of an emulsion according to the invention
The following emulsion was prepared:
Emulsion 1:
50 g deionized water,
37.5 g latex rubber
2 g ammonia and ammonia hydroxide,
0.3 g thiram,
0.2 g carboxin and
10 g microencapsulated spironolactones
A mixture of spironolactones was used, having a functional temperature of between 28 and 36 °C. The composition of said mixture is indicated in Table 1.
Table 1. Composition of the mixture of spironolactones; palette of colors
Optical color Activation temperature (°C) Proportion (%)
Light yellow 32, 35 25
Light turquoise-blue 34 17
Light pink 33 16
Intense red 32 12
Intense purple 31 10
Intense navy blue 30 10
Dark brown 29 5
Black 28 5
Claims
1. - An emulsion characterized in that it comprises 5-30 % by weight of at least one microencapsulated theraiochromic leuco colorant having a polymeric coating, between 30 and 50 % by weight of one polymer, between 1 and 10 % by weight of emulsifying and preserving agents and between 30 and 60 % by weight of solvent.
2. - The emulsion according to Claim 1, characterized in that said thermochromic leuco colorant is selected from the group composed of spironolactones, fluorenes and spiropyrans.
3. - The emulsion according to any one of Claims 1 or 2, characterized in that said polymer is selected from the group composed of latex, vinyl and polyurethane.
4. - The emulsion according to any one of Claims 1 to 3, characterized in that said solvent is water and isopropanol.
5. - The emulsion according to any one of Claims 1 to 4, characterized in that the proportion of microencapsulated thermochromic leuco colorant/polymeric coating is 85 %l\5 %.
6. - The emulsion according to any one of Claims 1 to 5, characterized in that said polymeric coating comprises aminoplasts or a mixture of polyamides and polyureas.
7. - The emulsion according to any one of Claims 1 to 6, characterized in that its form of presentation is a spray.
8. - A method for multi-microencapsulation of thermochromic leuco colorants characterized in that it comprises:
(a) mixing microencapsulated thermochromic leuco colorants having a polymeric coating with an oil-based solution,
(b) mixing the resulting solution of step (a) with a suspension which comprises water- based gelatin and aminoplast or a mixture of polyamides and polyureas and
(c) adding a cross-linker.
9.- The method according Claim 8, characterized in that said cross-linker is glutaraldehyde.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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ESP201430347 | 2014-03-13 | ||
ES201430347A ES2545832B1 (en) | 2014-03-13 | 2014-03-13 | EMULSION THAT INCLUDES MICROENCAPSULATED THERMOCROMIC LEUCOCOLORANTS AND MULTI-MICROENCAPSULATION PROCEDURE |
Publications (1)
Publication Number | Publication Date |
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WO2015135949A1 true WO2015135949A1 (en) | 2015-09-17 |
Family
ID=52697378
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/EP2015/054975 WO2015135949A1 (en) | 2014-03-13 | 2015-03-10 | Emulsion comprising microencapsulated thermochromic leuco colorants and method for multi-microencapsulation |
Country Status (2)
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ES (1) | ES2545832B1 (en) |
WO (1) | WO2015135949A1 (en) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1405701A (en) * | 1973-09-13 | 1975-09-10 | Pilot Ink Co Ltd | Thermochromic materials |
US4028118A (en) * | 1972-05-30 | 1977-06-07 | Pilot Ink Co., Ltd. | Thermochromic materials |
WO2008012709A2 (en) * | 2006-07-27 | 2008-01-31 | Kimberly-Clark Worldwide, Inc. | Thermochromic compositions for skin application |
WO2013115800A1 (en) * | 2012-01-31 | 2013-08-08 | Chromatic Technologies, Inc. | Thermochromic systems with controlled hysteresis |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01168490A (en) * | 1987-12-24 | 1989-07-03 | Seiko Instr & Electron Ltd | Thermosensitive transfer sheet |
JP2002234119A (en) * | 2000-12-04 | 2002-08-20 | Pilot Ink Co Ltd | Reversibly thermally color changeable light shutting- off-light pervious laminate |
JP5254712B2 (en) * | 2008-09-02 | 2013-08-07 | パイロットインキ株式会社 | Reversible thermochromic ink composition and writing instrument using the same |
US20110077527A1 (en) * | 2009-09-30 | 2011-03-31 | Yang Seungrim | Self-cooling gel substrate for temperature differentiated imaging |
-
2014
- 2014-03-13 ES ES201430347A patent/ES2545832B1/en not_active Expired - Fee Related
-
2015
- 2015-03-10 WO PCT/EP2015/054975 patent/WO2015135949A1/en active Application Filing
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4028118A (en) * | 1972-05-30 | 1977-06-07 | Pilot Ink Co., Ltd. | Thermochromic materials |
GB1405701A (en) * | 1973-09-13 | 1975-09-10 | Pilot Ink Co Ltd | Thermochromic materials |
WO2008012709A2 (en) * | 2006-07-27 | 2008-01-31 | Kimberly-Clark Worldwide, Inc. | Thermochromic compositions for skin application |
WO2013115800A1 (en) * | 2012-01-31 | 2013-08-08 | Chromatic Technologies, Inc. | Thermochromic systems with controlled hysteresis |
Also Published As
Publication number | Publication date |
---|---|
ES2545832A1 (en) | 2015-09-15 |
ES2545832B1 (en) | 2016-07-15 |
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