WO2005005712A2 - Compound and method of applying additives to fabrics, microcapsule, and method for preparing said compound - Google Patents

Compound and method of applying additives to fabrics, microcapsule, and method for preparing said compound Download PDF

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Publication number
WO2005005712A2
WO2005005712A2 PCT/IB2004/051156 IB2004051156W WO2005005712A2 WO 2005005712 A2 WO2005005712 A2 WO 2005005712A2 IB 2004051156 W IB2004051156 W IB 2004051156W WO 2005005712 A2 WO2005005712 A2 WO 2005005712A2
Authority
WO
WIPO (PCT)
Prior art keywords
compound
fabric
compound according
microcapsules
additive
Prior art date
Application number
PCT/IB2004/051156
Other languages
French (fr)
Other versions
WO2005005712A3 (en
Inventor
Amar A. Mavinkurve
Sima Asvadi
Eduard J. Hultermans
Paul A. J. Ackermans
Rifat A. M. Hikmet
Wilma Van Es-Spiekman
Johannes W. Hofstraat
Original Assignee
Koninklijke Philips Electronics N.V.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Koninklijke Philips Electronics N.V. filed Critical Koninklijke Philips Electronics N.V.
Publication of WO2005005712A2 publication Critical patent/WO2005005712A2/en
Publication of WO2005005712A3 publication Critical patent/WO2005005712A3/en

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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M23/00Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/12Processes in which the treating agent is incorporated in microcapsules
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/005Compositions containing perfumes; Compositions containing deodorants

Definitions

  • the invention relates to a compound for applying additives to fabrics, comprising a carrier liquid, and microcapsules dispersed in said carrier liquid, each microcapsule comprising a core and a coating encapsulating said core at least partially, wherein each microcapsule is provided with at least one additive.
  • the invention also relates to a fabric provided with such microcapsules. Additionally, the invention relates to a method of preparing such microcapsules. Furthermore, the invention relates to a method of applying additives to fabrics by using of such a compound.
  • the known microcapsules also known as core-shell particles, can be provided with an additive, such as a fragrance. Fragrances or perfumes commonly form an important aspect of fabric laundry processes.
  • the known compound provided with the perfume can be applied to the fabric, e.g. during ironing, washing or drying.
  • perfume is commonly relatively highly volatile, it is often desired to slow down the evaporation rate and to prolong the effect of the perfume, i.e. to give a pleasant sensation for a long time when inhaled by persons.
  • a way to control and to slow down the evaporation process is by forcing the fragrance to diffuse through a solid or liquid medium. In order to do this, it is necessary to incorporate the fragrance into a solid medium.
  • Core-shell particles are normally ideally suited for this purpose.
  • the American patent US 6,024,943 discloses solid microcapsules provided with fragrance, wherein each microcapsule is made of a solid organic polymer core, with a solid further polymer encapsulating said core. By using such a core-shell structure for the microcapsule, a retention or controlled release of perfume can be achieved.
  • the known microcapsule has several drawbacks. A major drawback of the known microcapsule is that these microcapsules commonly interact relatively badly with fabrics, resulting in a relatively weak binding of the microcapsules to the fabric. This means that the microcapsule will detach itself from the fabric relatively easily, as a result of which solely a limited quantity of the additives originally applied will be released near to or in the fabric.
  • the object of the invention can be achieved by a compound according to the preamble, characterized in that said compound also comprises at least one binder agent dispersed in said carrier liquid for binding the microcapsule to the fabric.
  • a binder agent dispersed in said carrier liquid for binding the microcapsule to the fabric.
  • microcapsules applied to the fabric will remain at the fabric and will release the additive adjacent or in the fabric.
  • binding of the additives to a fabric and the compound according to the invention will be increased compared with the binding of the additives incorporated in the microcapsules known of the prior art.
  • the microcapsules of the compound according to the invention will commonly last longer on the fabric, resulting in an improved binding of the compound.
  • a general advantage of the core-shell microcapsules is that both the core and the shell can be separately optimized for their purpose. In the microcapsules of the compound according to the invention, this optimalization could be, for example, to improve the carrying capacity of additives of the core and to enlarge the interaction capacity of the coating or shell with respect to the binding agent.
  • the binder agent also controls the release of additive, whereby a controlled release of additives can be achieved as well as an improved binding of the microcapsules to the fabric.
  • the thickness of the coating can be tuned to control the rate of release of the additive, since the diffusion time commonly scales as the square of thickness of the coating.
  • said binder agent comprises at least one fusible polymer.
  • a polymer is commonly advantageous as it can commonly be prepared in a relatively cheap and simple way.
  • Suitable polymers for the binding of the microcapsules to the fabric are, for example: polyurethanes, polybutadienes, and acrylate copolymers (for example of butyl acrylate and acrylic acid, preferably in a ratio of 80: 20).
  • the additive is formed by a fragrance.
  • the compound may also be used to apply other kind of functional additives to fabrics such as, for example, anti-bacterial and anti-fungal substances and coloring agents.
  • the core is provided with one of these additives.
  • the core is preferably provided with multiple additives. Examples of these additives were mentioned above.
  • the coating is provided with at least one additive.
  • the carrier liquid is substantially formed by an aqueous medium because of environmental and health considerations.
  • health aspects should also be taken into account in the choice of the size of the microcapsules.
  • the microcapsules may be prepared, for example, such that they fuse when the carrier liquid has evaporated. This approach would combine two advantages: firstly the microcapsules are optimally suited to adhere to the fabric (via the binder agent), and secondly any health risk related to inhalation of microcapsules is eliminated or at least strongly reduced.
  • the core is preferably substantially hydrophobic and may be formed, for example, by polystyrene or a copolymer of styrene and butadiene.
  • the coating is substantially hydrophilic.
  • the coating or shell may be made up, for example, of polymethylmethacrylate (polyMMA) or of a hydrophilic water-swellable polymer, like polyacrylic acid (PAA) and polyvinyl alcohol (PVA).
  • PMMA polymethylmethacrylate
  • PAA polyacrylic acid
  • PVA polyvinyl alcohol
  • the microcapsules are substantially spherical. Substantially spherical microcapsules are commonly easy to prepare, for example during an emulsion polymerization. However, it is also conceivable to generate microcapsules with other shapes.
  • the compound is (substantially) removable by washing. If a fusible elastomer - which is removable by washing - is applied as a binder agent, the compound as a whole, including the additive and microcapsules, will usually be washed out.
  • a fusible elastomer which is removable by washing consists substantially of a copolymer of butyl acrylate and acrylic acid, preferably in the ratio of 80:20.
  • a more durable active ingredient which is not, or at least hardly, removable by washing.
  • the invention also relates to a fabric provided with such a compound.
  • the binder agent forms a matrix encapsulating the microcapsules at least partially.
  • the invention relates to a method of preparing such microcapsules, comprising the steps of: 1) creating polymeric cores in a liquid medium, 2) creating a polymeric coating around at least a proportion of said cores in said liquid medium, 3) adding at least one additive to said liquid medium, 4) permitting the additive to infuse into at least a proportion of said cores, and 5) adding a binder agent dispersion to the formed microcapsules dispersion.
  • the creation of the core-shell particles according to this method commonly occurs via emulsion polymerization.
  • the additives may be mixed with the core- shell emulsion.
  • the (organic) molecules of the additive will infuse into the formed microcapsules.
  • the liquid medium is then preferably formed by an aqueous medium. It may be necessary to add an additional amount of additive to the aqueous medium to restrict the (contra)diffusion of additive molecules from the formed microcapsule structures. The additional amount may equalize or exceed the saturation limit of the additive in the aqueous medium, but it is noted that the saturation limit of an organic additive in water is relatively low.
  • the binder agent emulsion can be mixed with the formed core-shell emulsion if there is a sufficient mixing compatibility with respect to ionic properties of the two emulsions. In another preferred embodiment, steps 3) and 4) are carried out before step 2) is carried out.
  • the functional additives e.g. the fragrance molecules
  • the functional additives may be incorporated into the core during the polymerization.
  • the nature of the additive is organic, then the additive may be combined with the monomer during the polymerization, thereby forming the cores provided with the additive.
  • This pre-mix process is only possible if the additive does not significantly interfere with the polymerization process.
  • the invention relates to a method of applying additives to fabrics by use of such a compound, comprising the steps of: applying the compound to the fabric, permitting the carrier liquid to evaporate at least partially, and permitting the binder agent to attach itself to the fabric. The first two steps can be carried out synchronously.
  • the binder agent of the compound will adhere to the fibers of the fabric in a firm, stable and durable way, thereby encapsulating the microcapsules relatively solidly.
  • the local temperature of the compound is preferably increased after the application of the compound to the fabric. This increased temperature may be achieved, for example, by ironing of the fabric.
  • the particles of the binding agent will commonly become more sticky and will often fuse together, resulting in an improved matrix as a binding intermediary between the microcapsules on the one hand and the fabric on the other.
  • This matrix commonly encapsulates the microcapsules including the additives at least partially, as a result of which the additive molecules will have to diffuse through to matrix in order to leave both the microcapsules and the mutually fused binding agent particles. Consequently, a controlled or programmed release of the additive in the fabric will be achieved.
  • the invention may be further illustrated by way of the following non- limitative example.
  • Example An aqueous emulsion is prepared by mixing equal quantities of a 40% aqueous emulsion of Permutex RU-4049® and a 10% latex of Estapor® [175 - 225 nrn core-shell particles based on poly(styrene-co-butadiene)], and dilution with water until a solids content of 5% by weight is obtained.
  • This emulsion is applied to a piece of fabric by spraying or by soaking the piece of fabric in the emulsion until a total pick-up of 100% is obtained with respect to the conditioned fabric weight. After drying of the treated fabric until the additional weight (with respect to the conditioned fabric weight) is about 15%, the fabric is ironed dry.

Abstract

The invention relates to a compound for applying additives to fabrics, comprising a carrier liquid,a binder and microcapsules dispersed in said carrier, each microcapsule comprising: a core provided with at least one additive and a coating encapsulating said core at least partially. The invention also relates to a fabric provided with such microcapsules. Additionally, the invention relates to a method of preparing such microcapsules. Furthermore, the invention relates to a method of applying additives to fabrics by using such a compound.

Description

Compound and method of applying additives to fabrics, microcapsule, and method for preparing said compound
The invention relates to a compound for applying additives to fabrics, comprising a carrier liquid, and microcapsules dispersed in said carrier liquid, each microcapsule comprising a core and a coating encapsulating said core at least partially, wherein each microcapsule is provided with at least one additive. The invention also relates to a fabric provided with such microcapsules. Additionally, the invention relates to a method of preparing such microcapsules. Furthermore, the invention relates to a method of applying additives to fabrics by using of such a compound.
Compounds according to the preamble are known from the prior art. The known microcapsules, also known as core-shell particles, can be provided with an additive, such as a fragrance. Fragrances or perfumes commonly form an important aspect of fabric laundry processes. The known compound provided with the perfume can be applied to the fabric, e.g. during ironing, washing or drying. As perfume is commonly relatively highly volatile, it is often desired to slow down the evaporation rate and to prolong the effect of the perfume, i.e. to give a pleasant sensation for a long time when inhaled by persons. A way to control and to slow down the evaporation process is by forcing the fragrance to diffuse through a solid or liquid medium. In order to do this, it is necessary to incorporate the fragrance into a solid medium. Core-shell particles are normally ideally suited for this purpose. The American patent US 6,024,943 discloses solid microcapsules provided with fragrance, wherein each microcapsule is made of a solid organic polymer core, with a solid further polymer encapsulating said core. By using such a core-shell structure for the microcapsule, a retention or controlled release of perfume can be achieved. The known microcapsule has several drawbacks. A major drawback of the known microcapsule is that these microcapsules commonly interact relatively badly with fabrics, resulting in a relatively weak binding of the microcapsules to the fabric. This means that the microcapsule will detach itself from the fabric relatively easily, as a result of which solely a limited quantity of the additives originally applied will be released near to or in the fabric. It is an object of the invention to provide an improved compound for applying additives to fabrics, with which an improved binding of microcapsules to a fabric can be established. The object of the invention can be achieved by a compound according to the preamble, characterized in that said compound also comprises at least one binder agent dispersed in said carrier liquid for binding the microcapsule to the fabric. By using one or more binder agents dispersed in the carrier liquid (initially as separate particles), an improved interaction of the microcapsules with the fabric can be established after application of the microcapsules to the fabric. After application of the compound to the fabric the particles of the binder agent will usually form a matrix in which the microcapsules as fillers will be encapsulated relatively firmly. Therefore, (at least) all microcapsules applied to the fabric will remain at the fabric and will release the additive adjacent or in the fabric. This implies that the binding of the additives to a fabric and the compound according to the invention will be increased compared with the binding of the additives incorporated in the microcapsules known of the prior art. Thus, the microcapsules of the compound according to the invention will commonly last longer on the fabric, resulting in an improved binding of the compound. A general advantage of the core-shell microcapsules is that both the core and the shell can be separately optimized for their purpose. In the microcapsules of the compound according to the invention, this optimalization could be, for example, to improve the carrying capacity of additives of the core and to enlarge the interaction capacity of the coating or shell with respect to the binding agent. It is noted that the binder agent also controls the release of additive, whereby a controlled release of additives can be achieved as well as an improved binding of the microcapsules to the fabric. The thickness of the coating can be tuned to control the rate of release of the additive, since the diffusion time commonly scales as the square of thickness of the coating. In a preferred embodiment, said binder agent comprises at least one fusible polymer. A polymer is commonly advantageous as it can commonly be prepared in a relatively cheap and simple way. Suitable polymers for the binding of the microcapsules to the fabric are, for example: polyurethanes, polybutadienes, and acrylate copolymers (for example of butyl acrylate and acrylic acid, preferably in a ratio of 80: 20). Preferably, the additive is formed by a fragrance. However, the compound may also be used to apply other kind of functional additives to fabrics such as, for example, anti-bacterial and anti-fungal substances and coloring agents. In a preferred embodiment, the core is provided with one of these additives. In another preferred embodiment, however, the core is preferably provided with multiple additives. Examples of these additives were mentioned above. In a preferred embodiment, the coating is provided with at least one additive.
In this way an additional substance is added to the microcapsule. This additional substance, for example (another) perfume, or a coloring agent, will be released (substantially) faster than the additives held by the core. In another preferred embodiment, the carrier liquid is substantially formed by an aqueous medium because of environmental and health considerations. Preferably, health aspects should also be taken into account in the choice of the size of the microcapsules. The microcapsules may be prepared, for example, such that they fuse when the carrier liquid has evaporated. This approach would combine two advantages: firstly the microcapsules are optimally suited to adhere to the fabric (via the binder agent), and secondly any health risk related to inhalation of microcapsules is eliminated or at least strongly reduced. The core is preferably substantially hydrophobic and may be formed, for example, by polystyrene or a copolymer of styrene and butadiene. In another preferred embodiment, the coating is substantially hydrophilic. The coating or shell may be made up, for example, of polymethylmethacrylate (polyMMA) or of a hydrophilic water-swellable polymer, like polyacrylic acid (PAA) and polyvinyl alcohol (PVA). The water-swellable polymer will swell when subjected to moisture during wear, e.g. due to sweating, resulting in an increased rate of diffusion of the additive molecules from the microcapsules. However, it is also imaginable to apply a swellable polymer in the core because the coating can be fully optimized with respect to the interaction with the binder agent in that case. In yet another preferred embodiment, the microcapsules are substantially spherical. Substantially spherical microcapsules are commonly easy to prepare, for example during an emulsion polymerization. However, it is also conceivable to generate microcapsules with other shapes. In another preferred embodiment, the compound is (substantially) removable by washing. If a fusible elastomer - which is removable by washing - is applied as a binder agent, the compound as a whole, including the additive and microcapsules, will usually be washed out. An example of a fusible elastomer which is removable by washing consists substantially of a copolymer of butyl acrylate and acrylic acid, preferably in the ratio of 80:20. However, it is also conceivable to apply a more durable active ingredient which is not, or at least hardly, removable by washing. The invention also relates to a fabric provided with such a compound. Preferably, the binder agent forms a matrix encapsulating the microcapsules at least partially. Additionally, the invention relates to a method of preparing such microcapsules, comprising the steps of: 1) creating polymeric cores in a liquid medium, 2) creating a polymeric coating around at least a proportion of said cores in said liquid medium, 3) adding at least one additive to said liquid medium, 4) permitting the additive to infuse into at least a proportion of said cores, and 5) adding a binder agent dispersion to the formed microcapsules dispersion. The creation of the core-shell particles according to this method commonly occurs via emulsion polymerization. The additives may be mixed with the core- shell emulsion. The (organic) molecules of the additive will infuse into the formed microcapsules. In this situation, one will have a relatively high degree of freedom as regards to the choice of the additive. The liquid medium is then preferably formed by an aqueous medium. It may be necessary to add an additional amount of additive to the aqueous medium to restrict the (contra)diffusion of additive molecules from the formed microcapsule structures. The additional amount may equalize or exceed the saturation limit of the additive in the aqueous medium, but it is noted that the saturation limit of an organic additive in water is relatively low. The binder agent emulsion can be mixed with the formed core-shell emulsion if there is a sufficient mixing compatibility with respect to ionic properties of the two emulsions. In another preferred embodiment, steps 3) and 4) are carried out before step 2) is carried out. In this case the functional additives, e.g. the fragrance molecules, may be incorporated into the core during the polymerization. If the nature of the additive is organic, then the additive may be combined with the monomer during the polymerization, thereby forming the cores provided with the additive. This pre-mix process is only possible if the additive does not significantly interfere with the polymerization process. Furthermore, the invention relates to a method of applying additives to fabrics by use of such a compound, comprising the steps of: applying the compound to the fabric, permitting the carrier liquid to evaporate at least partially, and permitting the binder agent to attach itself to the fabric. The first two steps can be carried out synchronously. During the last step, the binder agent of the compound will adhere to the fibers of the fabric in a firm, stable and durable way, thereby encapsulating the microcapsules relatively solidly. To improve the binding of the microcapsules to the fabric via the binding agent, the local temperature of the compound is preferably increased after the application of the compound to the fabric. This increased temperature may be achieved, for example, by ironing of the fabric. By increasing the temperature of the fabric and of the microcapsules, the particles of the binding agent will commonly become more sticky and will often fuse together, resulting in an improved matrix as a binding intermediary between the microcapsules on the one hand and the fabric on the other. This matrix commonly encapsulates the microcapsules including the additives at least partially, as a result of which the additive molecules will have to diffuse through to matrix in order to leave both the microcapsules and the mutually fused binding agent particles. Consequently, a controlled or programmed release of the additive in the fabric will be achieved. The invention may be further illustrated by way of the following non- limitative example. Example An aqueous emulsion is prepared by mixing equal quantities of a 40% aqueous emulsion of Permutex RU-4049® and a 10% latex of Estapor® [175 - 225 nrn core-shell particles based on poly(styrene-co-butadiene)], and dilution with water until a solids content of 5% by weight is obtained. This emulsion is applied to a piece of fabric by spraying or by soaking the piece of fabric in the emulsion until a total pick-up of 100% is obtained with respect to the conditioned fabric weight. After drying of the treated fabric until the additional weight (with respect to the conditioned fabric weight) is about 15%, the fabric is ironed dry. Although most of the core-shell particles are to be found below the surface of the coating, it can be observed with a SEM (Scanning Electron Micrography) device that some of the particles which lie at the surface portion of the fabric are strongly and firmly bound to the fusible polymer matrix owing to the film-forming ability of the latter. It must be clear that the invention is by no means limited to the embodiments described afore. Within the framework of the claims as enclosed, a variety of other embodiments are possible which will be obvious for a person skilled in the art.

Claims

CLAIMS:
1. Compound for applying additives to fabrics, comprising: a carrier liquid, and microcapsules dispersed in said carrier liquid, each microcapsule comprising: - a core, and - a coating encapsulating said core at least partially, wherein each microcapsule is provided with at least one additive, characterized in that said compound also comprises at least one binder agent dispersed in said carrier liquid for binding the microcapsule to the fabric.
2. Compound according to claim 1, characterized in that said binder agent is provided with at least one fusible polymer.
3. Compound according to claim 1 or 2, characterized in that the additive is formed by a fragrance.
4. Compound according to any one of the foregoing claims, characterized in that the core is provided with at least one additive.
5. Compound according to any one of the foregoing claims, characterized in that the coating is provided with at least one additive.
6. Compound according to any one of the foregoing claims, characterized in that the carrier liquid is substantially formed by an aqueous medium.
7. Compound according to any one of the foregoing claims, characterized in that the core is substantially hydrophobic.
8. Compound according to any one of the foregoing claims, characterized in that the coating is substantially hydrophilic.
9. Compound according to any one of the foregoing claims, characterized in that the microcapsules are substantially spherical.
10. Compound according to any one of the foregoing claims, characterized in that the binder agent is provided with at least one additive.
11. Compound according to any one of the foregoing claims, characterized in that the compound is substantially washable.
12. Fabric provided with a compound according to one of the claims 1 to 11.
13. Fabric according to claim 12, characterized in that the binder agent forms a matrix encapsulating the microcapsules at least partially.
14. Method of preparing a compound according to any one of the claims 1 to 11, comprising the steps of: 1. creating polymeric cores in a liquid medium, 2. creating a polymeric coating around at least a proportion of said cores in said liquid medium, 3. adding at least one additive to said liquid medium, 4. permitting the additive to infuse into at least a proportion of said cores, and 5. adding a binder agent dispersion to the formed microcapsules dispersion.
15. Method according to claim 14, characterized in that steps 3) and 4) are carried out before step 2) is carried out.
16. Method of applying additives to fabrics by use of a compound according to any one of the claims 1 to 11, comprising the steps of: - applying the compound to the fabric, permitting the carrier liquid to evaporate at least partially, and permitting the binder agent to attach itself to the fabric.
17. Method according to claim 16, characterized in that the local temperature of the compound is increased after the application of the compound to the fabric.
PCT/IB2004/051156 2003-07-14 2004-07-07 Compound and method of applying additives to fabrics, microcapsule, and method for preparing said compound WO2005005712A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP03102134 2003-07-14
EP03102134.8 2003-07-14

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WO2005005712A2 true WO2005005712A2 (en) 2005-01-20
WO2005005712A3 WO2005005712A3 (en) 2005-05-12

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2432851A (en) * 2005-12-02 2007-06-06 Unilever Plc Laundry composition including polymer particles containing perfume and a non-ionic deposition aid
DE202013011206U1 (en) 2013-12-18 2014-02-07 Beiersdorf Ag Textile for drug-releasing clothing
DE102013226337A1 (en) 2013-12-18 2015-06-18 Beiersdorf Ag Textile for drug-releasing clothing
WO2015091599A1 (en) 2013-12-18 2015-06-25 Beiersdorf Ag Textile for sportswear having improved properties
ES2849826A1 (en) * 2020-02-22 2021-08-23 Patino Marcela Viviana Sinisterra PAJAMAS WITH INTELLIGENT FABRIC (Machine-translation by Google Translate, not legally binding)

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EP0328937A2 (en) * 1988-02-02 1989-08-23 Kanebo, Ltd. Fibrous structure having a durable fragrance and a process for preparing the same
EP0436729A1 (en) * 1989-08-01 1991-07-17 Kanebo, Ltd. Microcapsule, treatment liquid containing microcapsules, and textile structure having microcapsules stuck thereto
US5912017A (en) * 1987-05-01 1999-06-15 Massachusetts Institute Of Technology Multiwall polymeric microspheres
EP1162303A1 (en) * 1999-02-08 2001-12-12 Gunze Limited Deodorizing fiber and process for producing the same
FR2811864A1 (en) * 2000-07-20 2002-01-25 Joubert Productions Textile material containing encapsulated antiparasitic agent, useful e.g. as part of a collar or harness to provide long-lasting protection of animals against fleas and ticks
WO2003002807A2 (en) * 2001-06-22 2003-01-09 Hagege, Edward Method for acaricidal and microbicidal treatment of textile materials
US20030068482A1 (en) * 2001-09-10 2003-04-10 Friedrich Koch Webs containing microcapsules
WO2003093571A1 (en) * 2002-04-30 2003-11-13 Cognis Ibéria, S.L. Equipped fibers and textile surface structures
US20040022990A1 (en) * 2002-04-03 2004-02-05 Arif Sitabkhan Compositions and methods for providing extended release of fragrances and other agents

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5912017A (en) * 1987-05-01 1999-06-15 Massachusetts Institute Of Technology Multiwall polymeric microspheres
EP0328937A2 (en) * 1988-02-02 1989-08-23 Kanebo, Ltd. Fibrous structure having a durable fragrance and a process for preparing the same
EP0436729A1 (en) * 1989-08-01 1991-07-17 Kanebo, Ltd. Microcapsule, treatment liquid containing microcapsules, and textile structure having microcapsules stuck thereto
EP1162303A1 (en) * 1999-02-08 2001-12-12 Gunze Limited Deodorizing fiber and process for producing the same
FR2811864A1 (en) * 2000-07-20 2002-01-25 Joubert Productions Textile material containing encapsulated antiparasitic agent, useful e.g. as part of a collar or harness to provide long-lasting protection of animals against fleas and ticks
WO2003002807A2 (en) * 2001-06-22 2003-01-09 Hagege, Edward Method for acaricidal and microbicidal treatment of textile materials
US20030068482A1 (en) * 2001-09-10 2003-04-10 Friedrich Koch Webs containing microcapsules
US20040022990A1 (en) * 2002-04-03 2004-02-05 Arif Sitabkhan Compositions and methods for providing extended release of fragrances and other agents
WO2003093571A1 (en) * 2002-04-30 2003-11-13 Cognis Ibéria, S.L. Equipped fibers and textile surface structures

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2432851A (en) * 2005-12-02 2007-06-06 Unilever Plc Laundry composition including polymer particles containing perfume and a non-ionic deposition aid
DE202013011206U1 (en) 2013-12-18 2014-02-07 Beiersdorf Ag Textile for drug-releasing clothing
DE102013226337A1 (en) 2013-12-18 2015-06-18 Beiersdorf Ag Textile for drug-releasing clothing
WO2015091599A1 (en) 2013-12-18 2015-06-25 Beiersdorf Ag Textile for sportswear having improved properties
WO2015091608A1 (en) 2013-12-18 2015-06-25 Beiersdorf Ag Textile for clothing that releases an active substance
ES2849826A1 (en) * 2020-02-22 2021-08-23 Patino Marcela Viviana Sinisterra PAJAMAS WITH INTELLIGENT FABRIC (Machine-translation by Google Translate, not legally binding)

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